Chemoselective reduction of β-butyltellanyl α,β-unsaturated carbonyl compounds to allylic alcohols

被引：18

作者：

Dos Santos, AA ^{[1
]}

Castelani, P ^{[1
]}

Bassora, BK ^{[1
]}

Fogo, JC ^{[1
]}

Costa, CE ^{[1
]}

Comasseto, JV ^{[1
]}

机构：

[1] Inst Quim, BR-05508900 Sao Paulo, Brazil

来源：

TETRAHEDRON | 2005年 / 61卷 / 38期

基金：

巴西圣保罗研究基金会;

关键词：

vinylic tellurides; chemoselective reduction; enones and allylic alcohols;

D O I：

10.1016/j.tet.2005.06.090

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(Z)-beta-Butyltellanyl alpha, beta-unsaturated carbonyl compounds were stereoselectively produced by hydrotelluration of alkynones or by an addition/elimination sequence from enol tosylates. The beta-butyltellanyl-enones were chemoselectively reduced with NaBH4/MeOH, NaBH(4)center dot CeCl(3)center dot 7H(2)O/MeOH and DIBAL-H systems to the corresponding allylic alcohols with retention of the Z stereochemistry. (c) 2005 Elsevier Ltd. All rights reserved.

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收藏

页码：9173 / 9179

页数：7

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