Highly selective syn glycolate aldol reactions with boron enolates of Masamune norephedrine esters

被引：35

作者：

Andrus, MB ^{[1
]}

Sekhar, BBVS ^{[1
]}

Turner, TM ^{[1
]}

Meredith, EL ^{[1
]}

机构：

[1] Brigham Young Univ, Dept Chem & Biochem, Provo, UT 84602 USA

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 41期

基金：

美国国家卫生研究院;

关键词：

aldol reaction; glycolate; enolate; diols; diastereoselection;

D O I：

10.1016/S0040-4039(01)01521-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Boron enolates of norephedrine-based glycolate esters reacted with various aldehydes to produce syn aldol products in high yield and selectivity. The outcome is consistent with a Z enolate reacting through a closed transition state with reversal of the enolate facial selectivity relative to the propionate enolates. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：7197 / 7201

页数：5

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