Chiral vinyl dioxazaborocines in synthesis:: asymmetric cuprate additions to β-boronyl acrylates and vinyl sulfones

被引：37

作者：

Farthing, CN ^{[1
]}

Marsden, SP ^{[1
]}

机构：

[1] Univ London Imperial Coll Sci Technol & Med, Dept Chem, London SW7 2AY, England

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 21期

关键词：

asymmetric synthesis; boron and compounds; Grignard reagents; alcohols; Michael reactions;

D O I：

10.1016/S0040-4039(00)00572-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first examples of the addition of organometallic reagents to electron deficient boron-substituted olefins are reported. Thus, copper catalysed addition of Grignard reagents to chiral acryloyl and vinylsulfonyl dioxazaborocines, followed by oxidative removal of the boron, gives beta-hydroxy esters and sulfones with asymmetric inductions up to 81 and 95% ee, respectively. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：4235 / 4238

页数：4

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