Tandem hydroboration/reduction of trisubstituted β,γ-unsaturated esters for the asymmetric synthesis of chiral 1,3-diols

被引：7

作者：

Fordred, Paul S. ^{[1
]}

Bull, Steven D. ^{[1
]}

机构：

[1] Univ Bath, Dept Chem, Bath BA2 7AY, Avon, England

来源：

TETRAHEDRON LETTERS | 2013年 / 54卷 / 01期

基金：

英国工程与自然科学研究理事会;

关键词：

Hydroboration; Reduction; beta; gamma-Unsaturated ester; Chiral 1,3-diol; IpcBH(2); HYDROBORATING AGENT; ENANTIOMERIC PURITY; NMR ANALYSIS; MONOISOPINOCAMPHEYLBORANE; REDUCTION; ALKENES; OLEFINS; KETONES; DIOLS;

D O I：

10.1016/j.tetlet.2012.10.047

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of a range of trisubstituted beta,gamma-unsaturated esters with 2 equiv of (-)-monoisopinocampheylborane results in hydroboration of their alkene functionalities and reduction of their ester groups to afford chiral 1,3-diols containing two new vicinal beta,gamma-(anti)-stereocentres in 67-85% enantiomeric excess. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：27 / 31

页数：5

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