Regioselective Michael-induced cyclisation of γ- and δ-hydroxy vinyl sulfides and vinyl dithiocarbamates

被引：24

作者：

Aucagne, V

Lorin, C

Tatibouët, A

Rollin, P

机构：

[1] Univ Orleans, CNRS, Inst Chim Org & Analyt, F-45067 Orleans, France

[2] FHBB, CH-4132 Muttenz, Switzerland

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 25期

关键词：

vinyl sulfides; vinyl dithiocarbamates; hetero-Michael additions; C-glycosides;

D O I：

10.1016/j.tetlet.2005.04.112

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We herein describe the unprecedented use of heteroaryl vinyl sulfides and vinyl dithiocarbamates as hetero-Michael addition acceptors. Combined chelating and electron-withdrawing effects Lire Postulated to stabilise the transient anionic species and allow smooth Michael-induced ring closure to produce diversely functionalised C-glycosides. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：4349 / 4352

页数：4

共 16 条

[1] EPIMERIZATION OF ALPHA-C-GLUCOPYRANOSIDES TO BETA-C-GLUCOPYRANOSIDES UNDER MILD BASIC CONDITIONS [J].