Synthesis of new chiral hydroxy oxazolines and their use in the catalytic asymmetric phenyl transfer to aldehydes

被引：35

作者：

Bolm, C ^{[1
]}

Schmidt, F ^{[1
]}

Zani, L ^{[1
]}

机构：

[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany

来源：

TETRAHEDRON-ASYMMETRY | 2005年 / 16卷 / 07期

关键词：

D O I：

10.1016/j.tetasy.2005.01.038

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Starting either from benzoylformic acid or ethyl oxamate and enantiopure beta-amino alcohols, several chiral alpha-hydroxy oxazolines have been prepared by short synthetic routes. Subsequently, they have been employed in the catalytic asymmetric phenyl transfer to various aldehydes, using a mixture of triphenylborane and diethylzinc as the phenyl source. The corresponding secondary alcohols were obtained with good enantioselectivities (up to 81% ee) and up to 92% yield. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：1367 / 1376

页数：10

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