Tetrahedron: Asymmetry

C 3-symmetric tripodal tetra-amines—preparation from chiral amino alcohols via aziridines

M Cernerud, H Adolfsson, C Moberg

Index: Cernerud, Magnus; Adolfsson, Hans; Moberg, Christina Tetrahedron Asymmetry, 1997 , vol. 8, # 15 p. 2655 - 2662

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Citation Number: 55

Abstract

Enantiopure N-sulfonylaziridines, conveniently obtained from readily available enantiopure amino alcohols, undergo smooth ring opening reactions using ammonia as a nucleophile to yield tripodal tetradentate C3-symmetric amines. N-alkylation and subsequent removal of the sulfonyl groups provide access to alkyl-substituted analogs.