Design of a new class of chiral C2-symmetric dipyridylmethane ligands and their application in asymmetric catalysis

被引：19

作者：

Chelucci, G

Loriga, G

Murineddu, G

Pinna, GA

机构：

[1] Univ Sassari, Dipartimento Chim, I-07100 Sassari, Italy

[2] Univ Sassari, Dipartimento Farmaco Chim Tossicol, I-07100 Sassari, Italy

来源：

TETRAHEDRON LETTERS | 2002年 / 43卷 / 47期

关键词：

dipyridylmethane ligands; allylic alkylation; cyclopropanation; enantioselectivity;

D O I：

10.1016/S0040-4039(02)02066-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new class of chiral C-2-symmetric dipyridylmethane ligands was prepared from naturally occurring monoterpenes, according to a method based on a double Michael-azaannellation-aromatization sequence. These ligands were assessed in the enantioselective palladium-catalyzed allylic alkylation of 1,3-diphenylprop-2-enyl acetate with dimethylmalonate and in the copper-catalyzed cyclopropanation of styrene with ethyl diazoacetate. Enantioselectivity up to 88% ee was obtained. (C) 2002 Published by Elsevier Science Ltd.

引用

页码：8599 / 8602

页数：4

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