New homochiral bis(oxazoline) ligands for asymmetric catalysis

被引：37

作者：

Hoarau, O ^{[1
]}

AitHaddou, H ^{[1
]}

Castro, M ^{[1
]}

Balavoine, GGA ^{[1
]}

机构：

[1] CNRS,CHIM COORDINAT LAB,F-31077 TOULOUSE,FRANCE

来源：

TETRAHEDRON-ASYMMETRY | 1997年 / 8卷 / 22期

关键词：

D O I：

10.1016/S0957-4166(97)00499-0

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Several homochiral bis(oxazolines), with asymmetric centers on the oxazoline rings and on the side chains, were prepared from (1S,2S)-(+)-2-amino-1-phenyl-1,3-propanediol in high yields. Asymmetric cyclopropanation of styrene with ethyl diazoacetate in the presence of 1 mol% of copper(I) triflate and the dibenzoyl bis(oxazoline) 5a, gave ethyl 2-phenylcyclopropanecarboxylate in up to 85% ee. The same ligand 5a, was used in the palladium catalysed enantioselective allylic substitution of the 1,3-diphenyl-2-propenyl acetate to give the desired product in up to 90% ee. (C) 1997 Elsevier Science Ltd.

引用

页码：3755 / 3764

页数：10

共 43 条

[1]

[Anonymous], CATALYTIC ASYMMETRIC

[2]

BALAVOINE GGA, 1989, TETRAHEDRON LETT, V31, P6005

[3] A new class of bis-oxazoline ligands for the Cu-catalysed asymmetric cyclopropanation of olefins [J].