Preparation of. beta.-lactams by the condensation of lithium ester enolates with aryl aldimines

C Gluchowski, L Cooper, DE Bergbreiter…

文献索引：Gluchowski; Cooper; Bergbreiter; Newcomb Journal of Organic Chemistry, 1980 , vol. 45, # 17 p. 3413 - 3416

全文：HTML全文

被引用次数: 70

摘要

The condensation of simple lithium ester enolates with appropriately substituted aryl imines produces P-lactams in yields from 35 to 95%. Excellent stereoselectivity is observed in the preparation of@-lactams with chiral centers at C-3 and C-4 of the P-lactam ring. When chiral ester enolates are used, asymmetric induction occurs to yield optically active@-lactams with up to 60% ee. Synthetic and mechanistic details of these reactions are discussed.