Dramatic catalyst evolution in the asymmetric addition of diethylzine to benzaldehyde

被引：26

作者：

Costa, AM ^{[1
]}

García, C ^{[1
]}

Carroll, PJ ^{[1
]}

Walsh, PJ ^{[1
]}

机构：

[1] Univ Penn, Dept Chem, P Roy & Diana T Vagelos Labs, Philadelphia, PA 19104 USA

来源：

TETRAHEDRON | 2005年 / 61卷 / 26期

基金：

美国国家科学基金会;

关键词：

diethylzinc; titanium tetraisopropoxide; autoinduction; bis(sulfonamides);

D O I：

10.1016/j.tet.2005.03.109

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

We have observed product ee's that begin at 20% at low reaction conversion and rise to 79% ee at the completion of the reaction in the asymmetric addition of alkyl groups to benzaldehyde. This rare behavior is attributed to autoinduction, in which the catalyst evolves by incorporation of the product. Based on this, we have been able to optimize the catalyst by variation of achiral, rather than enantiopure ligands. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：6442 / 6446

页数：5

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