An improved cobalt catalyst for homo Diels-Alder reactions of acyclic 1,3-dienes with alkynes

被引：55

作者：

Hilt, G ^{[1
]}

du Mesnil, FX ^{[1
]}

机构：

[1] Univ Munich, Dept Chem, D-81377 Munich, Germany

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 35期

关键词：

D O I：

10.1016/S0040-4039(00)01163-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient cobalt(I)-catalysed home Diels-Alder reaction of acyclic 1,3-dienes and acetylene derivatives is described. The catalyst system consists of a mixture of a readily available CoBr2(dppe) complex, zinc iodide as a cocatalyst, and tetrabutylammonium borohydride as reducing agent. This system increases the reactivity of the cobalt(I) catalyst, so that acyclic dienes and acetylenes can be transformed to the 1,4-dihydroaromatic products in good yield and excellent purity. The regioselectivity of the home Diels-Alder reaction greatly favours the 1,4-substitution pattern of the formed product. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：6757 / 6761

页数：5

共 9 条

[1] 1,5-ACYCLIC STEREOSELECTION - THE STEREOCONTROLLED SYNTHESIS OF OPTICALLY-ACTIVE VITAMIN-E C-14 SIDE-CHAIN ALCOHOL [J].