ON THE ACYLATION REACTIONS OF AZA-ALLYL CARBANIONS DERIVED FROM N-[BIS(METHYLTHIO)METHYLENE]GLYCINE ETHYL ESTER AND N-[BIS(METHYLTHIO)METHYLENE] BENZYLAMINE

摘要

New aspects of the acylation reaction of the aza-allyl anions derived from 1 and 2 have been studied. Under suitable reaction conditions, oxazoles 5, alpha,alpha-disubstituted alpha-acyl-alpha-amino acid derivatives 3, and alpha,beta-didehydroamino acid derivatives 7 can be prepared. A new 1,3-diamino-2-propanol derivative 8 was isolated by reaction of the C-acyl intermediate derived from N-[bis(methylthio)methylene]- benzylamine 2 and the anion 2 through an in situ addition-cyclocondensation tandem reaction. (C) 1997 Elsevier Science Ltd. [References: 35]