학술논문
A new synthesis of 1beta-alkylcarbapenems utilizing Eschemoser sulfide contraction of the novel thiazinone intermediates
Document Type
Academic Journal
Author
Source
Journal of Organic Chemistry. Nov 1, 1996, Vol. 61 Issue 22, p7889, 6 p.
Subject
Language
ISSN
0022-3263
Abstract
A new synthetic route to 1beta-alkylcarbapenems through carboxylic acid intermediates is discussed. The procedure is based on an application of Eschenmoser's sulfide contraction method to the ring contraction of bicyclic 1,3-thiazinone intermediates derived from thioesters. The sulfide contractions, which afforded carbapenem enolates, were achieved by treating the 1,3-thiazinones with base in the presence of triphenylphosphine.