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Synfacts 2010(1): 0103-0103
DOI: 10.1055/s-0029-1218491
DOI: 10.1055/s-0029-1218491
Organo- and Biocatalysis
© Georg Thieme Verlag
Stuttgart ˙ New York
Desymmetrization of meso-Aziridines with Thiols
S. E. Larson, J. C. Baso, G. Li, J. C. Antilla*
University of South Florida, Tampa, USA
Further Information
Publication History
Publication Date:
21 December 2009 (online)
Significance
Antilla and co-workers report a highly efficient and enantioselective desymmetrization of meso-N-acyl-aziridines with thiols catalyzed by phosphoric acid 1. While the acyl group is restricted to 3,5-dinitrobenzoyl to obtain good enantioselectivities, differently substituted aziridines and a wide range of aromatic, heteroaromatic, and aliphatic thiols are well tolerated.