Zirconium-catalyzed asymmetric carboalumination (ZACA reaction) of 1,4-dienes

被引：18

作者：

Tan, Z ^{[1
]}

Liang, B ^{[1
]}

Huo, SQ ^{[1
]}

Shi, JC ^{[1
]}

Negishi, E ^{[1
]}

机构：

[1] Purdue Univ, Herbert C Brown Lab Chem, W Lafayette, IN 47907 USA

来源：

TETRAHEDRON-ASYMMETRY | 2006年 / 17卷 / 04期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/j.tetasy.2006.01.017

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Variously substituted 1,4-dienes containing a terminal vinyl (H2C=CH) group, readily undergo the ZACA reaction with Me3Al and higher alkylalanes in a 1: 1 molar ratio in the presence of a catalytic amount (1-5 mol %) of bis[(1-neomenthyl)indenyl]zirconium dichloride in good yields and in good enantioselectivity (70-92% ee), thereby providing an efficient and convenient route to various alkene-containing chiral natural products. Only the reaction of the parent 1,4-pentadiene is accompanied by extensive racemization. (c) 2006 Elsevier Ltd. All rights reserved.

引用

页码：512 / 515

页数：4

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