A versatile palladium-mediated three-component reaction for the one-pot synthesis of stereodefined 3-arylidene-(or 3-alkenylidene-)tetrahydrofurans

被引：49

作者：

Bottex, M

Cavicchioli, M

Hartmann, B

Monteiro, N

Balme, G

机构：

[1] Univ Lyon 1, CNRS UMR 5622, Lab Chim Organ 1, F-69622 Villeurbanne, France

[2] Aventis Cropsci, F-69623 Lyon, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2001年 / 66卷 / 01期

关键词：

D O I：

10.1021/jo0012997

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A one-pot reaction between equimolecular amounts of various propargyl alcohols, Michael acceptors, and unsaturated halides (or triflates) in the presence of a palladium(0) catalyst provides :a simple and flexible entry into highly substituted 3-arylidene(or 3-alkenylidene)-tetrahydrofurans. The efficiency of this palladium-mediated three-component reaction has been shown to be strongly influenced by the nature of the catalyst system, and in this regard, a palladium(0) catalyst generated in situ by reduction of PdCl2(PPh3)(2) with n-butyllithium has been found particularly effective.

引用

页码：175 / 179

页数：5

共 34 条

[1]

BARTLETT PA, 1980, TETRAHEDRON, V36, P3

[2] SYNTHETIC ROUTES TO TETRAHYDROFURAN, TETRAHYDROPYRAN, AND SPIROKETAL UNITS OF POLYETHER ANTIBIOTICS AND A SURVEY OF SPIROKETALS OF OTHER NATURAL-PRODUCTS [J].