首页 | 本学科首页   官方微博 | 高级检索  
     


Cycloaddition of delta2-thiazolines and acyl ketenes under acidic conditions results in bicyclic 1,3-oxazinones and not 6-acylpenams as earlier reported
Authors:Pemberton Nils  Emtenäs Hans  Boström Dan  Domaille Peter J  Greenberg William A  Levin Michael D  Zhu Zuolin  Almqvist Fredrik
Affiliation:Organic Chemistry and Inorganic Chemistry, Ume? University, S-901 87 Ume?, Sweden.
Abstract:[reaction: see text] Optically active Delta(2)-thiazolines 4 were previously reported to react with acyl Meldrum's acid derivatives 5 under acidic conditions (HCl (g) in benzene) to stereoselectively give 6-acylpenams 1. Recently we have discovered that the structure elucidation of these compounds was incorrect. Thus, we report new data showing that instead of acyl beta-lactams, the optically active isomers 3R,9R-1,3-oxazinones 3a-g are obtained stereoselectively in 38-93% yields.
Keywords:
本文献已被 PubMed 等数据库收录!
设为首页 | 免责声明 | 关于勤云 | 加入收藏

Copyright©北京勤云科技发展有限公司  京ICP备09084417号