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
收藏
页码：8599 / 8602
页数：4
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