Stereoselective one-pot synthesis of vinylsilanes from aromatic aldehydes

被引：10
|
作者：
Kwan, ML [1 ]
Yeung, CW [1 ]
Breno, KL [1 ]
Doxsee, KM [1 ]
机构：
[1] Univ Oregon, Dept Chem, Eugene, OR 97403 USA
来源：
TETRAHEDRON LETTERS | 2001年 / 42卷 / 08期
基金：
美国国家科学基金会;
关键词：
D O I：
10.1016/S0040-4039(00)02271-1
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Vinylsilanes serve as convenient vinyl anion equivalents, but procedures for their stereoselective synthesis from aldehydes are scarce. A variety of aromatic aldehydes are converted to the corresponding vinylsilanes in a one-pot procedure involving the addition of (trimethylsilylmethyl)lithium to the aldehyde followed by treatment with Cp2TiCH2. AlMe2Cl ('Tebbe's reagent'). Halide and alkoxide substituents are tolerated, and (E)-vinylsilanes are formed exclusively in good yield. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：1411 / 1413
页数：3
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