通过衣笠反应实现碳青霉烯类化合物的非对映选择性合成。

Diastereoselective synthesis of carbapenams via Kinugasa reaction.

作者信息

Stecko Sebastian, Mames Adam, Furman Bartłomiej, Chmielewski Marek

机构信息

Institute of Organic Chemistry of Polish Academy of Sciences Kasprzaka 44/52, 01-224 Warsaw, Poland.

出版信息

J Org Chem. 2008 Sep 19;73(18):7402-4. doi: 10.1021/jo801212q. Epub 2008 Aug 8.

DOI:10.1021/jo801212q

PMID:18686999

Abstract

A facile approach to carbapenams via Kinugasa reaction between terminal copper acetylides and nonracemic cyclic nitrones derived from malic and tartaric acid is reported. The stereochemical preferences observed in these reactions are explained. The reaction provides an entry to the carbapenams basic skeleton.

摘要

报道了一种通过末端炔铜与源自苹果酸和酒石酸的非外消旋环状硝酮之间的衣笠反应制备碳青霉烯类化合物的简便方法。解释了在这些反应中观察到的立体化学偏好。该反应为碳青霉烯类化合物的基本骨架提供了一条合成途径。