钯催化的α-O-糖苷的立体选择性形成。

Palladium-catalyzed stereoselective formation of alpha-O-glycosides.

作者信息

Schuff Brandon P, Mercer Gregory J, Nguyen Hien M

机构信息

Department of Chemistry and Biochemistry, Montana State University, Bozeman, Montana 59717, USA.

出版信息

Org Lett. 2007 Aug 2;9(16):3173-6. doi: 10.1021/ol071268z. Epub 2007 Jul 6.

DOI:10.1021/ol071268z

PMID:17616145

Abstract

A novel method for palladium-catalyzed stereoselective formation of alpha-O-glycosides has been developed. This strategy relies on the palladium-biaryl phosphine catalyst-glycal donor complexation to control the anomeric selectivity. It does not depend on the nature of the protecting groups on the substrates, thus eliminating the need for cumbersome protecting group manipulations.

摘要

一种用于钯催化立体选择性形成α-O-糖苷的新方法已被开发出来。该策略依赖于钯-联芳基膦催化剂-糖基供体络合来控制端基选择性。它不依赖于底物上保护基的性质，从而无需进行繁琐的保护基操作。