STANNYLMETALLATION OF CONJUGATED ENYNES

被引：52

作者：

AKSELA, R ^{[1
]}

OEHLSCHLAGER, AC ^{[1
]}

机构：

[1] SIMON FRASER UNIV,DEPT CHEM,BURNABY V5A 1S6,BC,CANADA

来源：

TETRAHEDRON | 1991年 / 47卷 / 07期

基金：

芬兰科学院; 加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/S0040-4020(01)86373-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Additions of lower order and higher order mixed and homostannylcuprates, as well as the Cu(I) catalyzed additions of Bu3SnBBN(OMe)-Li+, Bu3SnAlEt2, and Bu3SnMgMe to conjugated 1,3-enynes were investigated. Regioselective additions ( > 90% of one isomer) of these bimetallic reagents to the alkyne moiety of 2-methyl-1-buten-3-yne, 2-methyl-1-hexen-3-yne and 2-penten-4-yn-1-ol were obtained. The direction of the addition of the mixed HO cuprates could be affected by changing the size of the ligands bound to tin and copper. The regioselectivity of addition of Sn-Al and Sn-Mg reagents was influenced by solvent and reaction conditions.

引用

页码：1163 / 1176

页数：14

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