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.
引用
收藏
页码：9173 / 9179
页数：7
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