A convenient synthesis of 4-unsubstituted. beta.-lactams

LE Overman, T Osawa

Index: Overman, Larry E.; Osawa, Tatsushi Journal of the American Chemical Society, 1985 , vol. 107, # 6 p. 1698 - 1701

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Citation Number: 58

Abstract

Abstract: The reaction of lithium ester enolates with N-(cyanomethy1) amines affords 4- unsubstituted p-lactams in good yields, see eq 1. The N-1 substituent can be varied widely, as can the C-3 substituents, which can be H, alkyl, SPh, NH2, or NHCOR. The preparation of 3-amino-substituted p-lactams (8-10, 12, 14-17) in one step from N-(cyanomethy1) amines and esters of a-amino acids is a particularly significant feature of this new P-lactam ...