Coupling of propargylsilanes with Fischer carbene chromium complexes: a new synthesis of conjugated dienes

被引:11
|
作者
Patel, PP
Zhu, YX
Zhang, L
Herndon, JW [1 ]
机构
[1] New Mexico State Univ, Dept Chem & Biochem, MSC 3C, Las Cruces, NM 88003 USA
[2] Univ Maryland, Dept Chem & Biochem, College Pk, MD 20742 USA
基金
美国国家卫生研究院;
关键词
carbene complexes; chromium; alkynes; silicon migration; dienes;
D O I
10.1016/j.jorganchem.2004.07.051
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The reaction of propargylsilanes with Fischer carbene complexes has been examined. If the silane-containing carbon is secondary the predominant pathway involves formation of conjugated dienes through a 1,2-silicon shift process of the initially formed vinyl-carbene complex intermediate. If a primary propargylsilane is employed, the silicon does not shift and normal alkyne-Fischer carbene coupling processes are observed. The process is moderately stereoselective, resulting in the E enol ether and Z alkenylsilane. (C) 2004 Elsevier B.V. All rights reserved.
引用
收藏
页码:3379 / 3387
页数:9
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