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For Lewis base catalyzed [2 + 2] cycloadditions of ketenes and non-enolizable imines, see: (a) France, S.; Shah, M. H.; Weatherwax, A.; Wack, H.; Roth, J. P.; Lectka, T. J. Am. Chem. Soc. 2005, 127, 1206-1215 and references therein.
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For Lewis base catalyzed [2 + 2] cycloadditions of ketenes and non-enolizable imines, see: (a) France, S.; Shah, M. H.; Weatherwax, A.; Wack, H.; Roth, J. P.; Lectka, T. J. Am. Chem. Soc. 2005, 127, 1206-1215 and references therein.
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For related [4 + 21 ketene cycloadditions, see: (a) Friot, C.; Reliquet, A.; Reliquet, F.; Meslin, J. C. Synthesis 2000, 695-702.
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For related [4 + 21 ketene cycloadditions, see: (a) Friot, C.; Reliquet, A.; Reliquet, F.; Meslin, J. C. Synthesis 2000, 695-702.
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33244481980
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For recent examples of alkaloid-catalyzed [4 + 2] ketene cycloadditions, see: (a) Bekele, T.; Shah, M. H.; Wolfer, J.; Ciby, J.; Abraham, C. J.; Weatherwax, A.; Lectka, T. J. Am. Chem. Soc. 2006, 128, 1810-1811.
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For recent examples of alkaloid-catalyzed [4 + 2] ketene cycloadditions, see: (a) Bekele, T.; Shah, M. H.; Wolfer, J.; Ciby, J.; Abraham, C. J.; Weatherwax, A.; Lectka, T. J. Am. Chem. Soc. 2006, 128, 1810-1811.
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(b) Wolfer, J.; Bekele, T.; Abraham, C. J.; Dogo-Isonagie, C.; Lectka, T. Angew. Chem., Int. Ed. 2006, 45, 7398-7400.
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Dogo-Isonagie, C.4
Lectka, T.5
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(c) Abraham, C. J.; Pauli, D. H.; Scerba, M. T.; Grebinski, J. W.; Lectka, T. J. Am. Chem. Soc. 2006, 128, 13370-13371.
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For the preparation of α-amido sulfones 3, see: Engberts, J. B. F. N.; Olijnsma, T.; Strating, J. Recl. Trav. Chim. Pays-Bos 1966, 85, 1211-1222.
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For the preparation of α-amido sulfones 3, see: Engberts, J. B. F. N.; Olijnsma, T.; Strating, J. Recl. Trav. Chim. Pays-Bos 1966, 85, 1211-1222.
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22
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See Supporting Information for details of stereochemical proof
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See Supporting Information for details of stereochemical proof.
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24
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0041878745
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(b) France, S.; Guerin, D. J.; Miller, S. J.; Lectka, T. Chem. Rev. 2003, 103, 2985-3012.
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France, S.1
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Lectka, T.4
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0035830561
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Similar reactivity is observed for related N-acyl thiazolidinethione derivatives: Crimmins, M. T.; King, B. W.; Tabet, E. A.; Chaudhary, K. J. Org. Chem. 2001, 66, 894-902.
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Similar reactivity is observed for related N-acyl thiazolidinethione derivatives: Crimmins, M. T.; King, B. W.; Tabet, E. A.; Chaudhary, K. J. Org. Chem. 2001, 66, 894-902.
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