氯化锌介导的末端炔烃对D-(+)-甘露呋喃糖基硝酮的立体选择性加成反应。

ZnCl2-mediated stereoselective addition of terminal alkynes to D-(+)-mannofuranosyl nitrones.

作者信息

Topić Dana, Aschwanden Patrick, Fässler Roger, Carreira Erick M

机构信息

Laboratorium für Organische Chemie, ETH Hönggerberg, CH-8093 Zürich, Switzerland.

出版信息

Org Lett. 2005 Nov 10;7(23):5329-30. doi: 10.1021/ol052331s.

DOI:10.1021/ol052331s

PMID:16268570

Abstract

[reaction: see text] An optimized process for the addition of terminal alkynes to chiral nitrones using ZnCl2 and NEt3 in toluene is reported. The new reaction protocol is facile to perform and cost-effective. The resulting optically active propargyl N-hydroxylamines are isolated in good to excellent yield and high diastereoselectivity.

摘要

[反应：见正文] 报道了一种在甲苯中使用氯化锌和三乙胺将末端炔烃加成到手性硝酮的优化方法。该新反应方案易于操作且成本效益高。所得的光学活性炔丙基N-羟基胺以良好至优异的产率和高非对映选择性被分离出来。