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Chemistry Mike Shipman Group

Publications

111. Riemer, N.; Riemer, M.; Krueger, M.; Clarkson, G. J.; Shipman, M.; Schmidt, B., Synthesis of Arylidene-β-lactams via Exo-Selective Matsuda-Heck Arylation of Methylene-β-lactams, J. Org. Chem. 2021, 86, 8786−8796. [abstract]

110. Dean, C.; Roesner, S.; Rajkumar, S.; Clarkson, G. J.; Jones, M.; Shipman, M. Synthesis of sp3-rich chemical libraries based upon 1,2-diazetidines, Tetrahedron 2021, 79, 131836. [abstract]

109. Jayawant, E.; Beadle, J. D.; Wilkening, I.; Raubo, P.; Shipman, M; Notman, R.; Dixon, A. Impact of Oxetane Incorporation on the Structure and Stability of Alpha-helical Peptides, Phys. Chem. Chem. Phys. 2020, 22, 25075-25083. [abstract]
 
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108. Roesner, S.; Beadle, J. D.; Tam, L. K. B.; Wilkening, I.; Clarkson, G. J.; Raubo, P.; Shipman, M. Development of Oxetane Modified Building Blocks for Peptide Synthesis, Org. Biomol. Chem. 2020, 18, 5400-5405. [abstract]
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107. Dean, C.; Rajkumar, S.; Roesner, S.; Carson, N.; Clarkson, G. J.; Wills M.; Jones, M.; Shipman, M. Readily accessible sp3-rich cyclic hydrazine frameworks exploiting nitrogen fluxionality, Chem. Sci. 2020, 11, 1636-1642. [abstract] This work was highlighted in Chemistry World.
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106. Riemer, N.; Shipman, M.; Wessig, P.; Schmidt, B. Iterative arylation of itaconimides with diazonium salts through electrophilic Palladium catalysis: divergent β-H-elimination pathways in repetitive Matsuda-Heck reactions, J. Org. Chem. 2019, 84, 5732. [abstract]
105. Roesner, S.; Saunders, G. J.; Wilkening, I.; Jayawant, E.; Geden, J. V.; Kerby, P.; Dixon, A. M.; Notman, R.; Shipman, M. Macrocyclisation of Small Peptides Enabled by Oxetane Incorporation, Chem. Sci. 2019, 10, 2465. [abstract] Work highlighted in Synfacts and F1000Prime and featured as Chemical Science Associate Editor Choice by Prof Andrei Yudin.
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104. Riemer, N.; Coswig, C.; Shipman, M.; Schmidt, B. Palladium-Catalyzed Cross-Coupling of Arenediazonium Salts with Organoindium or Organobismuth Reagents, Synlett 2018, 29, 2427. [abstract]
Synlett
103. Riemer, M.; Uzunova, V. V.; Riemer, N.; Clarkson, G. J.; Pereira, N.; Napier, R.; Shipman, M. Phyllostictine A: Total Synthesis, Structural Verification and Determination of Substructure Responsible for Plant Growth Inhibition, Chem. Commun. 2018, 54, 7211. [abstract]
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102. McDougall, L.; Draper, E. R.; Beadle, J.; Shipman, M.; Raubo, P.; Jamieson, A. G.; Adams, D. Enzymatically-stable Oxetane-based Dipeptide Hydrogels, Chem. Commun. 2018, 54, 1793–1796. [abstract]
Biogel
101. Pancholi, A. K.; Iacobini, G. P.; Clarkson, G. J.; Porter, D. W.; Shipman, M. Synthesis of 4,5-diazaspiro[2.3]hexanes and 1,2-diazaspiro[3.3]heptanes as hexahydropyridazine analogues, J. Org. Chem. 2018, 83, 491–498. [abstract]
JOC Alpa
100. Beadle, J. D.; Knuhtsen, A.; Hoose, A.; Raubo, P.; Jamieson A. G.; Shipman, M. Solid-Phase Synthesis of Oxetane Modified Peptides, Org. Lett. 2017, 19, 3303–3306. [abstract]
Solid-Phase Synthesis of Oxetane Modified Peptides
99. Rajkumar, S.; Clarkson, G. J.; Shipman, M. Regio- and Stereocontrolled Synthesis of 3-Substituted 1,2-Diazetidines by Asymmetric Allylic Amination of Vinyl Epoxide, Org. Lett. 2017, 19, 2058–2061. [abstract]
Regio- and Stereocontrolled Synthesis of 3-Substituted 1,2-Diazetidines by Asymmetric Allylic Amination of Vinyl Epoxide
98. Hsueh, N.; Clarkson, G. J.; Shipman, M. Functionalization of Alkenes through Telescoped Continuous Flow Aziridination Processes, Org. Lett. 2016, 18, 4908–4911. [abstract]
Functionalization of Alkenes through Telescoped Continuous Flow Aziridination Processes
97. Pancholi, A. K.; Geden, J. V.; Clarkson, G. J.; Shipman, M. Asymmetric Synthesis of 2-Substituted Azetidin-3-ones via Metalated SAMP/RAMP Hydrazones, J. Org. Chem. 2016, 81, 7984–7992. [abstract]
Asymmetric Synthesis of 2-Substituted Azetidin-3-ones via Metalated SAMP/RAMP Hydrazones
96. Beadle, J.D.; Powell, N. H.; Raubo, P.; Clarkson, G. J.; Shipman, M. Synthesis of Oxetane and Azetidine Containing Spirocycles Related to the 2,5-Diketopiperazine Framework, Synlett 2016, 27, 169-172. [abstract]
Synthesis of Oxetane- and Azetidine-Containing Spirocycles
95. Turner, P. A.; Samiullah; Geden, J. V.; White, A.; Clarkson, G. J.; Shipman, M. New strategies for the synthesis and functionalization of tetrahydroxanthones, Tetrahedron 2015, 71, 9433–9438. [abstract]
1-s2.0-s0040402015301514-fx1.jpg
94. Hsueh, N.; Clarkson, G. J.; Shipman, M. Generation and Ring Opening of Aziridines in Telescoped Continuous Flow Processes, Org. Lett. 2015, 17, 3632–3635. [Abstract]
Generation and Ring Opening of Aziridines in Telescoped Continuous Flow Processes
93. Coe, S.; Pereira, N.; Geden, J. V.; Clarkson, G. J.; Fox, D.; Napier, R. M.; Neve, P.; Shipman, M. Ring Closing Metathesis Reactions of alpha-Methylene-beta-Lactams: Application to the Synthesis of a Simplified Phyllostictine Analogue with Herbicidal Activity, Org. Biomol. Chem. 2015, 13, 7655-7663. [Abstract]
Ring closing metathesis reactions
92. Degennaro, L.; Pisano, L.; Parisi, G.; Mansueto, R.; Clarkson, G.; Shipman, M.; Luisi, R. Nitrogen Stereodynamics and Complexation Phenomena as Key Factors in the Deprotonative Dynamic Resolution (D-DR) of Alkylideneaziridines: A Spectroscopic and Computational Study, J. Org. Chem. 2015, 80, 6411–6418 [Abstract]
Nitrogen Stereodynamics and Complexation Phenomena as Key Factors in the Deprotonative Dynamic Resolution of Alkylideneaziridines: A Spectroscopic and Computational Study
91. Bayliffe, F.H., Steven, A., Ando, K., Shipman, M.
Sodium Amide Induced Cyclization of 2-Iodoprop-2-enylamines: Application to the Synthesis of 1-Aryl-2-methyleneaziridines, Synlett 2015, 26, 1371–1374. [Abstract]
Sodium Amide Induced Cyclization of 2-Iodoprop-2-enylamines: Application to the Synthesis of 1-Aryl-2-methyleneaziridines
90. Mansueto, R., Degennaro, L., Brière, J.-F., Griffin, K., Shipman, M., Florio, S., Luisi, R. Stereocontrolled lithiation/trapping of chiral 2-alkylideneaziridines: investigation into the role of the aziridine nitrogen stereodynamics, Org. Biomol. Chem. 2014, 12, 8505-8511. [Abstract]
Stereocontrolled lithiation/trapping of chiral 2-alkylideneaziridines: investigation into the role of the aziridine nitrogen stereodynamics
89. Powell, N. H., Clarkson, G. J., Notman, R., Raubo, P., Martin, N.G., Shipman, M. Synthesis and Structure of Oxetane Containing Tripeptide Motifs, Chem. Commun. 2014, 8797–8800. [Abstract]
Synthesis and structure of oxetane containing tripeptide motifs
88. Beasley, B.O., Alli-Balogun, A., Clarkson, G.J., Shipman, M., Pictet-Spengler reactions of oxetan-3-ones and related heterocycles, Tetrahedron Lett. 2014, 54, 541–543. [Abstract]
Pictet–Spengler reactions of oxetan-3-ones and related heterocycles

87. Geden, J.V., Beasley, B. O., Clarkson, G. J., Shipman, M., Asymmetric Synthesis of 2-Substituted Oxetan-3-ones via Metallated SAMP/RAMP Hydrazones, J. Org. Chem., 2013, 78, 12243–12250. [Open Access]

Asymmetric Synthesis of 2-Substituted Oxetan-3-ones via Metalated SAMP/RAMP Hydrazones

86. Turner, P. A., Samiullah, Whatmore, J. L., Shipman, M., Stereocontrolled synthesis of a D-amicetose functionalised tetrahydroxanthone related to kigamicin A, Tetrahedron Lett., 2013, 54, 6538-6540. [Abstract]

Stereocontrolled synthesis of a d-amicetose functionalised tetrahydroxanthone related to kigamicin A

85. Hough, A. J., Prokes, I., Tucker, J. H. R., Shipman, M., Walsh, T.R. Photochemical control of molecular motion associated with pyramidal inversion, Chem. Commun., 2013, 49, 6683-6685. [Abstract]

Photochemical control of molecular motion associated with pyramidal inversion

84. Geden, J.V., Pancholi, A.K., Shipman, M., Palladium-Catalyzed Multicomponent Synthesis of 2-Aryl-2-Imidazolines from Aryl Halides and Diamines, J. Org. Chem., 2013, 78, 4158. [Open Access]

Palladium-Catalyzed Multicomponent Synthesis of 2-Aryl-2-imidazolines from Aryl Halides and Diamines

83. Hoang, C. T., Prokes, I., Clarkson, G. J., Rowland, M. J., Tucker, J.H.R., Shipman, M., Walsh, T.R., Study of boron–nitrogen dative bonds using azetidine inversion dynamics, Chem. Commun., 2013, 2509. [Abstract]

Study of boron–nitrogen dative bonds using azetidine inversion dynamics

82. Aspray, T. J., Jones, E. E., Davies, M. W., Shipman, M., Bending, G. D. Increased hyphal branching and growth of ectomycorrhizal fungus Lactarius rufus by the helper bacterium Paenibacillus sp., Mycorrhiza, 2013, 23, 403-410. [Abstract]

Mycorrhiza

81. Sullivan, P., Schumann, S., Da Campo, R., Howells, T., Duraud, A., Shipman, M., Hatton, R. A., Jones, T. S., Ultra-High Voltage Multijunction Organic Solar Cells for Low-Power Electronic Applications, Advanced Energy Materials, 2013, 3, 239-244. [Abstract]

Ultra-High Voltage Multijunction Organic Solar Cells for Low-Power Electronic Applications

80. Iacobini, G. P., Porter, D. W., Shipman, M. Chemo- and enantioselective Rh-catalysed hydrogenation of 3-methylene-1,2-diazetidines: application to vicinal diamine synthesis, Chem. Commun. 2012, 9852-9854. [Abstract]

Chemo- and enantioselective Rh-catalysed hydrogenation of 3-methylene-1,2-diazetidines: application to vicinal diamine synthesis

79. Griffin, K., Montagne, C., Hoang, C.T., Clarkson, G.J., Shipman, M. Lewis acid promoted intramolecular (3+2) 'cycloadditions' of methyleneaziridines with alkene and alkyne acceptors, Org. Biomol. Chem., 2012, 10, 1032-1039. [Abstract]

Lewis acid promoted intramolecular (3 + 2) ‘cycloadditions’ of methyleneaziridines with alkene and alkyne acceptors

78. Beasley, B. O.; Clarkson, G. J.; Shipman, M. Passerini reactions for the efficient synthesis of 3,3-disubstituted oxetanes, Tetrahedron Lett., 2012, 53, 2951-2953. [Abstract]

Passerini reactions for the efficient synthesis of 3,3-disubstituted oxetanes

77. Sullivan, P., Duraud, A., Hancox, I., Beaumont, N., Mirri, G., Tucker, J. H. R., Hatton, R. A., Shipman, M., Jones, T. S. Halogenated Boron Subphthalocyanines as Light Harvesting Electron Acceptors in Organic Photovoltaics, Advanced Energy Materials, 2011, 1, 352-355. [Abstract]

Halogenated Boron Subphthalocyanines as Light Harvesting Electron Acceptors in Organic Photovoltaics

76. Brown, M. J., Clarkson, G. J., Inglis, G. G., Shipman, M. Synthesis and Functionalization of 3-Alkylidene-1,2-diazetidines Using Transition Metal Catalysis, Org. Lett., 2011, 13, 1686-1689. [Abstract]

Synthesis and Functionalization of 3-Alkylidene-1,2-diazetidines Using Transition Metal Catalysis

75. Turner, P. A., Griffin, E. M., Whatmore, J. L., Shipman, M. Tetrahydroxanthones by Sequential Pd-Catalyzed C-O and C-C Bond Construction and Use in the Identification of the "Antiausterity" Pharmacophore of the Kigamicins, Org, Lett., 2011, 13, 1056-1059. [Abstract]

Tetrahydroxanthones by Sequential Pd-Catalyzed C−O and C−C Bond Construction and Use in the Identification of the “Antiausterity” Pharmacophore of the Kigamicins

74. Giordano, L., Hoang, C. T., Shipman, M., Tucker, J. H. R., Walsh, T. R. Aziridine Scaffolds for the Detection and Quantification of Hydrogen-Bonding Interactions through Transition-State Stabilization, Angew. Chem. Int. Ed., 2011, 50, 741-744. [Abstract]

Aziridine Scaffolds for the Detection and Quantification of Hydrogen-Bonding Interactions through Transition-State Stabilization

73. Brown, M. J., Clarkson, G. J., Fox, D. J., Inglis, G. G., and Shipman, M., Critical importance of leaving group ‘softness’ in nucleophilic ring closure reactions of ambident anions to 1,2-diazetidines, Tetrahedron Lett., 2010, 51, 382. [Abstract]

Critical importance of leaving group ‘softness’ in nucleophilic ring closure reactions of ambident anions to 1,2-diazetidines

72. Musio, B., Clarkson, G.J., Shipman, M., Florio, S., and Luisi, R., Synthesis of Optically Active Arylaziridines by Regio- and Stereospecific Lithiation of N-Bus-Phenylaziridine, Org. Lett. 2009, 11, 325-328. [Abstract]

Synthesis of Optically Active Arylaziridines by Regio- and Stereospecific Lithiation of N-Bus-Phenylaziridine

71. Mumford, P.M., Tarver, G.J., and Shipman, M., Four-component reaction for the preparation of a-amino phosphonates from methyleneaziridines, J. Org. Chem., 2009, 74, 3573-3575. [Abstract]

Four-Component Reaction for the Preparation of α-Amino Phosphonates from Methyleneaziridines

70. Finerty, M. J., Bingham, J. P., Hartley, J. A., Shipman, M., Azinomycin bisepoxides containing rigid aromatic linkers: synthesis, cytotoxicity and DNA interstrand cross-linking activity, Tetrahedron Lett., 2009, 50, 3648-3650. [Abstract]

Azinomycin bisepoxides containing rigid aromatic linkers: synthesis, cytotoxicity and DNA interstrand cross-linking activity

69. Nalli, S.M., Clarkson, G.J., Franklin, A.S., Bellone, G. and Shipman, M., Iminophosphorane-mediated synthesis of cyclic guanidines: application to the synthesis of a simplified NA22598A1 analogue, Synlett, 2008, 2339-2341. [Abstract]

Iminophosphorane-Mediated Synthesis of Cyclic Guanidines

68. Cariou, C.C.A., Clarkson, G.J. and Shipman, M., Rapid Synthesis of 1,3,4,4-Tetrasubstituted β-Lactams from Methyleneaziridines Using a Four-Component Reaction. J. Org. Chem. 2008, 73, 9762-9764. [Abstract]

Rapid Synthesis of 1,3,4,4-Tetrasubstituted β-Lactams from Methyleneaziridines Using a Four-Component Reaction

67. Mumford, P.M., Shiers, J.J., Tarver, G.J., Hayes, J.F. and Shipman, M., Synthesis of 1,1-disubstituted tetrahydro-β-carbolines from 2-methyleneaziridines, Tetrahedron Lett. 2008, 49, 3489-3491. [Abstract]

Synthesis of 1,1-disubstituted tetrahydro-β-carbolines from 2-methyleneaziridines

66. Gallienne, E., Muccioli, G.G., Lambert, D.M. and Shipman, M., Microwave-assisted four-component reaction for the synthesis of a monothiohydantoin inhibitor of a fatty acid amide hydrolase, Tetrahedron Lett. 2008, 49, 6495-6497. [Abstract]

Microwave-assisted four-component reaction for the synthesis of a monothiohydantoin inhibitor of a fatty acid amide hydrolase

65. Wynne, E.L., Clarkson, G.J. and Shipman, M., Stereocontrolled approach to 1-azabicyclo[4.1.0]heptanes: application to the synthesis of trans-2,6-disubstituted piperidines, Tetrahedron Lett. 2008, 49, 250-252. [Abstract]

Stereocontrolled approach to 1-azabicyclo[4.1.0]heptanes: application to the synthesis of trans-2,6-disubstituted piperidines

64. Oehlrich, D., Vidot, S.M.E., Davies, M.W., Clarkson, G.J. and Shipman, M., Total synthesis of (±)-luminacin D, Tetrahedron, 2007, 63, 4703-4711. [Abstract]

Total synthesis of (±)-luminacin D

63. Davies, M.W., Clarke, A.J., Clarkson, G.J., Shipman, M. and Tucker, J.H.R., Umbrella motion in aziridines: Use of simple chemical inputs to reversibly control the rate of pyramidal inversion, Chem. Commun., 2007, 5078-5080. [Abstract]

Umbrella motion in aziridines: use of simple chemical inputs to reversibly control the rate of pyramidal inversion

62. Shiers, J.J., Clarkson, G.J., Shipman, M., and Hayes, J.F., Rapid Generation of Molecular Complexity using Hybrid Multi-Component Reactions (MCRs): Application to the Synthesis of α-Amino Nitriles and 1,2-Diamines, Chem. Commun., 2006, 649-651. [Abstract]

Rapid generation of molecular complexity using “hybrid” multi-component reactions (MCRs): application to the synthesis of α-amino nitriles and 1,2-diamines

61. Montagne, C., Prévost, N., Shiers, J. J., Prié, G., Rahman, S., Hayes,  J. F., and Shipman, M., Generation and Electrophilic Substitution Reactions of 3-Lithio-2-Methyleneaziridines, Tetrahedron, 2006, 8447-8457. [Abstract]

Generation and electrophilic substitution reactions of 3-lithio-2-methyleneaziridines

60. Montagne, C., and Shipman, M., Modified Bucherer-Bergs Reaction for the One-Pot Synthesis of 5,5’-Disubstituted Hydantoins from Nitriles and Organometallic Reagents, Synlett, 2006 2203-2206. [Abstract]

Modified Bucherer-Bergs Reaction

59. Montagne, C., Shiers, J.J. and Shipman, M. Rapid generation of molecular complexity using sequenced multi-component reactions. One-pot synthesis of 5,5'-disubstituted hydantoins from methyleneaziridines, Tetrahedron Lett., 2006, 47, 9207-9209. [Abstract]

Rapid generation of molecular complexity using ‘sequenced’ multi-component reactions

58. Davies, M.W., Shipman, M., Tucker, J.H.R. and Walsh, T.R., Control of Pyramidal Inversion Rates by Redox Switching J. Am. Chem. Soc. 2006, 128, 14260-14261. [Abstract]

Control of Pyramidal Inversion Rates by Redox Switching

57. Shipman, M.; Montagne, C. UK Pat. Appl. GB0603239.5, 2006.

56. Shipman, M. Methyleneaziridines: Unusual Vehicles for Organic Synthesis, Synlett, 2006, 3205-3217. [Abstract]

Methyleneaziridines

55. Moutel, S., Shipman, M., Martin O.R., Ikeda, K., and Asano, N., Synthesis of a Trihydroxylated Azepane from D-arabinose by way of an Intramolecular Alkene Nitrone Cycloaddition, Tetrahedron: Asymmetry, 2005, 16, 487-491. [Abstract]

Synthesis of a trihydroxylated azepane from d-arabinose by way of an intramolecular alkene nitrone cycloaddition

54. Margathe, J.-F., Shipman, M., and Smith, S.C., Solid Phase, Multi-Component Reactions of Methyleneaziridines: Synthesis of 1,3-Disubstituted Propanones, Org. Lett., 2005, 7, 4987-4990. [Abstract]

Solid-Phase, Multicomponent Reactions of Methyleneaziridines:  Synthesis of 1,3-Disubstituted Propanones

53. LePla, R.C., Landreau, C.A.S., Shipman, M., and Jones, G.D.D., On the Origin of the DNA Sequence Selectivity of the Azinomycins, Org. Biomol. Chem., 2005, 3, 1174-1175. [Abstract]

On the origin of the DNA sequence selectivity of the azinomycins

52. LePla, R.C., Landreau, C.A.S., Shipman, M., Hartley, J.A., and Jones, G.D.D., Azinomycin Inspired Bisepoxides: Influence of Linker Structure on in vitro Cytotoxicity and DNA Interstrand Cross-Linking, Bioorg. Med. Chem. Lett., 2005, 15, 2861-2864. [Abstract]

Azinomycin inspired bisepoxides: influence of linker structure on in vitro cytotoxicity and DNA interstrand cross-linking

51. Shiers, J.J., Shipman, M., Hayes, J.F., and Slawin, A.M.Z., and Twin, H., Rare Example of Nucleophilic Substitution at Vinylic Carbon with Inversion: Mechanism of Methyleneaziridine Formation by Sodium Amide Induced Ring Closure Revisited, J. Am. Chem. Soc., 2004, 126, 6868-6869. [Abstract]

Rare Example of Nucleophilic Substitution at Vinylic Carbon with Inversion

50. Paumier, D., Garcia, M., Shipman M., and Muir, J.C., Rapid Assembly of the 1-Azabicyclo[3.1.0]hexane Skeleton of Ficellomycin, Synlett, 2004, 2212-2214. [Abstract]

rapid_assembly_of_the_1-azabicyclo3.1.0hexane_skeleton_of_ficellomycin.jpg

49. Prié, G., Prévost, N., Twin, H., Fernandes, S.A., Hayes, J. F., and Shipman M., A Lewis Acid Catalyzed Intramolecular [4+3] Route to Polycyclic Systems Containing a Seven Membered Ring, Angew. Chem. Int. Ed., 2004, 43, 6517-6519. [Abstract]

A Lewis Acid Catalyzed Intramolecular [4+3] Cycloaddition Route to Polycyclic Systems That Contain a Seven-Membered Ring

48. Corre, C., Landreau, C. A. S., Shipman, M., and Lowden, P. A. S., Biosynthetic Studies on the Azinomycins: The Pathway to the Naphthoate Fragment, Chem. Commun., 2004, 2600-2601. [Abstract]

Biosynthetic studies on the azinomycins: The pathway to the naphthoate fragment

47. Landreau, C. A. S., LePla, R. C., Shipman, M., Slawin, A. M. Z., and Hartley, J. A., Delineating Non-Covalent Interactions Between the Azinomycins and Double Stranded DNA: Importance of the Naphthalene Substitution Pattern on Interstrand Cross-Linking Efficiency, Org. Lett., 2004, 6, 3505-3507. [Abstract]

Delineating Noncovalent Interactions between the Azinomycins and Double-Stranded DNA

46. Davies, M. W., Maskell, L., Shipman, M., Slawin, A. M. Z., Vidot, S. M. E., and Whatmore, J. L., Studies Towards the Synthesis of Luminacin D: Assembly of Simplified Analogues Devoid of the Epoxide Displaying Anti-Angiogenic Activity, Org. Lett., 2004, 6, 3909-3912. [Abstract]

Studies Toward the Synthesis of Luminacin D

45. Hayes, J.F., Prévost, N., I. Prokes, Shipman, M., Slawin, A.M.Z., and Twin, H., Aziridinyl Anions from a Chiral, Nonracemic 2-Isopropylideneaziridine: Surprisingly Diastereoselective Alkylation Reactions, Chem. Commun., 2003, 1344-1345. [Abstract]

Aziridinyl anions from a chiral, nonracemic 2-isopropylidineaziridine

44. Dransfield, P.J., Gore, P.M., I. Prokes, Shipman, M., and Slawin, A.M.Z., Preparation and Reactivity of Imino Glycals: Stereocontrolled Divergent Approach to Imino Sugars, Org. Biomol. Chem., 2003, 2723-2733. [Abstract]

Preparation and reactivity of imino glycals: stereocontrolled, divergent approach to imino sugars

43. Hayes, J.F., Shipman, M., and Twin, H., Multi-Component Reactions Involving 2-Methyleneaziridines: Rapid Synthesis of 1,3-Disubstituted Propanones, J. Org. Chem., 2002, 67, 935-942. [Abstract]

Multicomponent Reactions Involving 2-Methyleneaziridines

42. Dransfield, P.J., Gore, P.M., Shipman, M., and Slawin, A.M.Z., Divergent Approach to Imino Sugar C-Glycosides using Imino Glycals: Application to the Stereocontrolled Synthesis of (+)-Deoxoprosophylline, Chem Commun., 2002, 150-151. [Abstract]

Divergent approach to imino sugar C-glycosides using imino glycals: application to the stereocontrolled synthesis of (+)-deoxoprosophylline

41. Hayes, J.F., Shipman, M., Slawin, A.M.Z., and Twin, H., Multi-Component Reactions of 2-Isopropylideneaziridines: Application to the Synthesis of Enantiopure Neopentylamines, Heterocycles, 2002, 58, 243-250. [Abstract]

Multi-component Reactions of 2-Isopropylideneaziridines: Application to the Synthesis of Enantiopure Neopentylamines

40. Prévost, N., and Shipman, M., Synthesis of Substituted Piperidines, Decahydroquinolines and Octahydroindolizines by Radical Rearrangement Reactions of 2-Alkylideneaziridines, Tetrahedron, 2002, 58, 7165-7175. [Abstract]

Synthesis of substituted piperidines, decahydroquinolines and octahydroindolizines by radical rearrangement reactions of 2-alkylideneaziridines

39. Goujon, J.-Y., and Shipman, M., Concise Route to α-Acylamino-β-Keto Amides: Application to the Synthesis of a Simplified Azinomycin A Analogue, Tetrahedron Lett., 2002, 43, 9573-9576. [Abstract]
Synthesis of substituted piperidines, decahydroquinolines and octahydroindolizines by radical rearrangement reactions of 2-alkylideneaziridines

38. Hayes, J.F., Shipman, M., and Twin, H., Asymmetric Synthesis of 2-Substituted Piperidines using a Multi-Component Coupling Reaction: Rapid Assembly of (S)-(+)-Coniine from (S)-1-Phenylethyl-2-methyleneaziridine, Chem. Commun., 2001, 1784-1785. [Abstract]

Asymmetric synthesis of 2-substituted piperidines using a multi-component coupling reaction: rapid assembly of (S)-coniine from (S)-1-(1-phenylethyl)-2-methyleneaziridine

37. Prévost, N., and Shipman, M., Intramolecular Radical Rearrangement Reactions of 2-Methyleneaziridines: Application to the Synthesis of Substituted Piperidines, Decahydroquinolines and Octahydroindolizines, Org. Lett., 2001, 3, 2383-2385. [Abstract]
Intramolecular Radical Rearrangement Reactions of 2-Methyleneaziridines

36. Désiré, J., Dransfield, P.J., Gore, P.M., and Shipman, M., Chemistry of Imino Glycals: Preparation and Application to the Synthesis of (+)-Fagomine, Synlett, 2001, 1329-1331. [Abstract]

Chemistry of Imino Glycals

35. Désiré, J., and Shipman, M., Imino Glycals in Synthesis. Preparation of Novel Deoxymannojirimycin Analogues, Synlett, 2001, 1332-1334. [Abstract]
Deoxymannojirimycin

34. Hodgkinson, T.J., and Shipman, M., Chemical Synthesis & Mode of Action of the Azinomycins, Tetrahedron, 2001, 57, 4467-4488. [Abstract]

Chemical synthesis and mode of action of the azinomycins

33. Ince, J., Rahman, S., Shipman, M., and Ennis, D.S., Observations on the Ring Opening Reactions of 2-Methyleneaziridines with Acid Chlorides and Alkyl Chloroformates, J. Chem. Soc., Perkin Trans. 1, 2000, 2047-2053. [Abstract]
Observations on the ring opening reactions of 2-methyleneaziridines with acid chlorides and alkyl chloroformates

32. Hodgkinson, T.J., Kelland, L.R., Shipman, M., and Suzenet, F., Chemical Synthesis and Cytotoxicity of Some Azinomycin Analogues Devoid of the 1-Azabicyclo[3.1.0]hexane Subunit, Bioorg. Med. Chem. Lett., 2000, 10, 239-241. [Abstract]

Chemical synthesis and cytotoxicity of some azinomycin analogues devoid of the 1-azabicyclo[3.1.0]hexane subunit

31. Hartley, J.A., Hazrati, A., Hodgkinson, T.J., Kelland, L.R., Khanim R., Shipman, M., and Suzenet, F., Synthesis, Cytotoxicity & DNA Cross-Linking Activity of Symmetrical Dimers Based Upon the Epoxide Domain of the Azinomycins, Chem. Commun., 2000, 2325-2326. [Abstract]
Synthesis, cytotoxicity and DNA cross-linking activity of symmetrical dimers based upon the epoxide domain of the azinomycins

30. Clapham, G. and Shipman, M., Selective Lewis Acid Complexation of 2-Hydroxyethyl Esters Using Competitive Diels-Alder Reactions as a Mechanistic Probe, Tetrahedron, 2000, 56, 1127-1134. [Abstract]

Selective Lewis Acid Complexation of 2-Hydroxyethyl Esters using Competitive Diels–Alder Reactions as a Mechanistic Probe

29. Hayes, J.F., Shipman, M., and Twin, H., Generation of Metalloenamines by Carbon-Carbon Bond Formation: Ring Opening Reactions of 2-Methyleneaziridines with Organometallic Reagents, Chem. Commun., 2000, 1791-1792. [Abstract]
Generation of metalloenamines by carbon–carbon bond formation: ring opening reactions of 2-methyleneaziridines with organometallic reagents

28. Hartley, J.A., Kelland, L.R., Hazrati, A., Khanim, R.; Shipman, M., Suzenet F., and Walker, L.F., A Synthetic Azinomycin Analogue With Demonstrated DNA Cross-Linking Activity: New Insights into the Mechanism of Action of this Class of Anti-tumour Agent, Angew. Chem. Int. Ed., 2000, 39, 3467-3470. [Abstract]

A Synthetic Azinomycin Analoguewith Demonstrated DNACross-Linking Activity

27. Shipman, M., 10.16 Indolizines in Science of Synthesis, E.J. Thomas (Ed.), Fused Five-Membered Hetarenes with One Heteroatom, Thieme, 2000, 10, pp 745-787.
Science of Synthesis

26. Moutel, S., and Shipman, M., Synthesis of (+)-Nojirimycin from 2,3,4,6-Tetra-O-benzyl-D-glucopyranose, J. Chem. Soc., Perkin Trans. 1, 1999, 1403-1406. [Abstract]

Nojirimycin

25. Clapham, G. and Shipman, M., Selective Complexation of 2-Hydroxyethyl Esters Using Lewis Acids, Tetrahedron Lett., 1999, 40, 5639-5642. [Abstract]

Selective complexation of 2-hydroxyethyl esters using lewis acids

24. Clemens, I.R., Shipman, M., and Thorpe, H.R., Synthesis of 1,3,2-Dioxathiolane-4-Methylene-2-Oxides: Potential Allene Oxide Equivalents, Tetrahedron, 1999, 55, 10845-10850. [Abstract]

Synthesis of 1,3,2-dioxathiolane-4-methylene-2-oxides

23. Ross, T.M., Shipman, M., and Slawin A.M.Z., Diastereoselective Cycloadditions Involving Methyleneaziridines: Reactions with Tetracyanoethylene, Tetrahedron Lett., 1999, 40, 6091-6092. [Abstract]
Diastereoselective cycloadditions involving methyleneaziridines

22. Dransfield, P.J., Moutel, S., Shipman, M., and Sik, V., Stereocontrolled Synthesis of Polyhydroxylated Hexahydro-1H-Cyclopent[c]isoxazoles by Intramolecular Oxime Olefin Cycloadditions: An Approach to Aminocyclopentitols, J. Chem. Soc., Perkin Trans. 1, 1999, 3349-3356. [Abstract]

Aminocyclopentitols

21. Moutel, S., and Shipman, M., Stereoselective Intramolecular Oxime Olefin Cycloadditions Involving Carbohydrate Derived Precursors, Synlett, 1998, 1333-1334. [Abstract]
Stereoselective Intramolecular Oxime Olefin Cycloadditions Involving Carbohydrate Derived Precursors

20. Hodgkinson, T.J., Kelland, L.R., Shipman, M., and Vile, J., Synthesis and Reactivity of Some Chiral, Nonracemic 1-Azabicyclo[4.1.0]heptanes Related to the Azinomycins, Tetrahedron, 1998, 54, 6029-6034. [Abstract]

Synthesis and reactivity of some chiral, nonracemic 1-azabicyclo[4.1.0]heptanes related to the azinomycins

19. Clemens, I.R., Shipman, M., and Thorpe, H.R., Generation and Trapping of Allene Oxides: An Approach to Chiral, Nonracemic α-Alkoxyketones, Tetrahedron, 1998, 54, 14265-14282. [Abstract]
generation.png

18. Hodgkinson, T.J. and Shipman, M., Practical Asymmetric Synthesis of Both Enantiomers of (6-Hydroxymethyl)-2-piperidinone, Synthesis, 1998, 1141-1144. [Abstract]

Practical Asymmetric Synthesis of Both Enantiomers of 6-(Hydroxymethyl)piperidin- 2-one

17. Bryant, H.J., Dardonville, C.Y., Hodgkinson T.J., Hursthouse, M.B., Malik, K.M.A., and Shipman, M., Asymmetric Synthesis of the Left Hand Portion of the Azinomycins, J. Chem. Soc., Perkin Trans. 1, 1998, 1249-1255. [Abstract]
Asymmetric synthesis of the left hand portion of the azinomycins

16. Clemens, I.R., Shipman, M., and Thorpe, H.R., Synthesis of Chiral α-Alkoxyketones via Allene Oxides, Tetrahedron Lett., 1997, 38, 897-900. [Abstract]

ynthesis of chiral α-alkoxyketones via allene oxides

15. Ince, J., Shipman, M., and Ennis, D.S., Novel Ring Opening Reactions of Methyleneaziridines, Tetrahedron Lett., 1997, 38, 5887-5890. [Abstract]

Novel ring opening reactions of methyleneaziridines

14. Binger, P., Corlay, H., Motherwell, W.B., Pennell, A.M.K., Shipman, M., Stepp, M., Slawin, A.M.Z., and Williams, D.J., Stereochemical Aspects of Intramolecular Palladium Catalysed [3+2] Cycloadditions of Methylenecyclopropanes, Tetrahedron, 1996, 52, 4883-4902. [Abstract]

Stereochemical aspects of intramolecular palladium catalysed [3+2] cycloadditions of methylenecyclopropanes

13. Ince, J., Ross, T.M., Shipman, M., and Ennis, D.S., Synthesis of Chiral Nonracemic Methyleneaziridines Derived From β-Amino Alcohols, Tetrahedron: Asymmetry, 1996, 7, 3397-3406. [Abstract]
Synthesis of chiral, nonracemic methyleneaziridines derived from β-amino alcohols

12. Bryant, H.J., Dardonville, C.Y., Hodgkinson T.J., Shipman, M., and Slawin, A.M.Z., Asymmetric Synthesis of the Epoxide Portion of the Azinomycins, Synlett, 1996, 973-974. [Abstract]

Asymmetric Synthesis of the Epoxide Portion of the Azinomycins

11. Ince, J., Ross, T.M., Shipman, M., Slawin, A.M.Z., and Ennis, D.S., Observations on the Synthesis of Functionalised Methyleneaziridines, Tetrahedron, 1996, 52, 7037-7044. [Abstract]
Observations on the synthesis of functionalised methyleneaziridines

10. Corlay, H., Lewis, R.T., Motherwell, W.B., and Shipman, M., Intramolecular Palladium Catalysed [3+2] Cycloadditions of Methylenecyclopropanes with Acetylenic Acceptors, Tetrahedron, 1995, 51, 3303-3318. [Abstract]

Intramolecular palladium catalysed [3+2] cycloadditions of methylenecyclopropanes with acetylenic acceptors

9. Lewis, R.T., Motherwell, W.B., Shipman, M., Slawin, A.M.Z., and Williams, D.J., An Improved Preparation of Diphenylmethylenecyclopropanes and their Use in Intramolecular Palladium Catalysed [3+2] Cycloadditions, Tetrahedron, 1995, 51, 3289-3302. [Abstract]
An improved preparation of diphenylmethylenecyclopropanes and their use in intramolecular palladium catalysed [3+2] cycloadditions

8. Clemens, I.R., Shipman, M., and Thorpe, H.R., An Improved Procedure for the Generation and In Situ Trapping of Allene Oxides with Alcohols, Synlett, 1995, 1065-1066. [Abstract]

An Improved Procedure for the Generation and In Situ Trapping of Allene Oxides with Alcohols

7. Shipman, M., Aromatic Heterocycles as Intermediates in Natural Product Synthesis, Contemporary Organic Synthesis, 1995, 2, 1-18. [Abstract]
Aromatic heterocycles as intermediates in natural product synthesis

6. Shipman, M., Phenyl(tribromomethyl)mercury, Encyclopedia of Reagents for Organic Synthesis, L.A. Paquette (Ed.), Wiley, 1995, 6, 4090. [Abstract]

Phenyl(tribromomethyl)mercury

5. Shipman, M., Bis(trimethylsilyl)mercury, Encyclopedia of Reagents for Organic Synthesis, L.A. Paquette (Ed.), Wiley, 1995, 1, 598. [Abstract]

Bis(trimethylsilyl)mercury, Encyclopedia of Reagents for Organic Synthesis

4. Meyers, A.I. and Shipman, M., Asymmetric Michael Additions to α,β-Unsaturated Oxazolines. An Efficient Preparation of Chiral β,β-Disubstituted Propionaldehydes, J. Org. Chem., 1991, 56, 7098-7102. [Abstract]
Asymmetric Michael additions

3. Motherwell, W.B. and Shipman, M., Intramolecular Cycloadditions of Methylenecyclopropanes: a Novel Chelation Effect, Tetrahedron Lett., 1991, 32, 1103-1107. [Abstract]

Intramolecular cycloadditions of methylenecyclopropanes: A novel chelation effect

2. Bapuji, S.A., Motherwell, W.B., and Shipman, M., Regiospecific Intramolecular [2π+2σ] Cycloadditions of Methylenecyclopropanes, Tetrahedron Lett., 1989, 30, 7107-7110. [Abstract]

Regiospecific intramolecular [2π+2σ] cycloadditions of methylene cyclopropanes

1. Lewis, R.T., Motherwell, W.B., and Shipman, M., Observations on the Intramolecular Palladium (0) Catalysed [3+2] Cycloaddition of Diphenylmethylenecyclopropanes, J. Chem. Soc., Chem. Commun., 1988, 948-950. [Abstract]

Observations on the intramolecular palladium(0) catalysed [3 + 2] cycloaddition of diphenylmethylenecyclopropanes