Yang, Yang and Hardman, Clayton (2017) The Synthesis of Chiral Beta-Amino Acids and Beta-Lactams via Oxidative Cleavage of Chiral Dihydropyridones Derived from Vinylogous Mannich Reaction (VMR). Org. Biomol. Chem., 15 (40). pp. 8576-8593. ISSN 1477-05201477-0539

Abstract

A practical approach for enantiospecific synthesis of Beta-amino acids and related Beta-lactams was developed. The strategy was based on the mild oxidative cleavage of chiral dihydropyridones 4 conveniently prepared from an asymmetric three-component vinylogous Mannich reaction (VMR). The initially-obtained chiral -amino acid compounds can undergo further cyclization to give the corresponding chiral -lactams. Deprotection of the N-para-methoxybenzyl group can be performed at either the -amino acid or -lactam stages. This methodology provides convenient access to potentially important chiral building blocks for organic synthesis.

Item Type:	Article
Keywords:	Synthesis; Beta-Amino Acids; Beta-Lactams
Date Deposited:	04 Apr 2018 00:45
Last Modified:	04 Apr 2018 00:45
URI:	https://oak.novartis.com/id/eprint/28479