ROTENOID SYNTHESIS BY WADSWORTH-EMMONS COUPLING AND MUKAIYAMA CYCLIZATION - APPLICATION TO 5-THIOROTENOIDS

被引：8

作者：

CROMBIE, L

JOSEPHS, JL

机构：

[1] Department of Chemistry, University of Nottingham, Nottingham

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1993年 / 21期

关键词：

D O I：

10.1039/p19930002599

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new synthesis of general applicability to rotenoid structures is described, though its specific objectives were 5-thiorotenoids. The synthons carrying the A/B- and the B/C-ring components are coupled by Wadsworth-Emmons synthesis and the ring B chromene is formed by Mukaiyama directed aldol cyclisation: Michael addition completes the formation of the rotenoid at its correct oxidation state and in its stable cis-form. Examples with, and without 2,3-dimethoxylation in ring A are described.

引用

页码：2599 / 2604

页数：6