Attainment of syn-selectivity for boron-mediated asymmetric aldol reactions of carboxylic esters

被引：67

作者：

Liu, JF

Abiko, A ^{[1
]}

Pei, ZH

Buske, DC

Masamune, S

机构：

[1] Kyoto Inst Technol, Venture Lab, Sakyo Ku, Kyoto 606, Japan

[2] MIT, Dept Chem, Cambridge, MA 02139 USA

[3] Kao Corp, Inst Fundamental Res, Ichikai, Tochigi 32134, Japan

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 14期

关键词：

D O I：

10.1016/S0040-4039(98)00123-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new chiral reagent for syn-selective aldol reactions has been developed based on the recent finding that the stereochemistry of the boron-mediated aldol reaction of a carboxylic ester is controlled by the bulkiness of the alcohol moiety of the ester, by the proper choice of reagents, and by the enolization conditions. This readily available, inexpensive reagent has been utilized in studies directed towards the synthesis of the macrolide tedanolide. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：1873 / 1876

页数：4