The boron-mediated ketone-ketone aldol reaction

被引：6

作者：

Cergol, KM ^{[1
]}

Turner, P ^{[1
]}

Coster, MJ ^{[1
]}

机构：

[1] Univ Sydney, Sch Chem, Sydney, NSW 2006, Australia

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 09期

关键词：

boron aldol; ketones; sterically congested;

D O I：

10.1016/j.tetlet.2005.01.011

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first examples of the directed, boron-mediated aldol reaction between different ketones are presented. Transformation of a variety of ketones to their corresponding boron enolates with Chx(2)BCl/Et3N, followed by reaction with acceptor ketones in diethyl ether, and oxidation of the resultant boron aldolate (H2O2, MeOH/pH 7 buffer), provided the aldol addition products. The reaction was most facile when cyclic ketones were used, with the highest yields obtained for the reaction of boron enolates with cyclohexanone as the acceptor. (C) 2005 Elsevier Ltd. All rights reserved.

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页码：1505 / 1509

页数：5

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