Asymmetric synthesis using a new chiral beta-functionalized allylboronate derived from endo-2-phenyl-exo-2,3-bornanediol: Preparation and reactions with aldehydes.

被引：30

作者：

Chataigner, I ^{[1
]}

Lebreton, J ^{[1
]}

Zammattio, F ^{[1
]}

Villieras, J ^{[1
]}

机构：

[1] FAC SCI & TECH,CNRS,SYNTH ORGAN LAB,F-44322 NANTES 03,FRANCE

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 21期

关键词：

D O I：

10.1016/S0040-4039(97)00708-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The allylboron reagent 4 prepared from endo-2-phenyl-exo-2,3-bornanediol reacts with achiral aldehydes to give homoallylic alcohols in good yields and high enantioselectivity (70-85% ee). This new reagent also exhibits good levels of matched and mismatched diastereoselection in reaction with chiral aldehydes. A mechanism is proposed to explained the high regio and stereoselectivity of this carboalkoxyallylboration reaction, (C) 1997 Elsevier Science Ltd.

引用

页码：3719 / 3722

页数：4

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