Design of chiral ligands for asymmetric catalysis: From C-2-symmetric semicorrins and bisoxazolines to non-symmetric phosphinooxazolines

被引:196
作者
Pfaltz, A [1 ]
机构
[1] UNIV BASEL,INST ORGAN CHEM,CH-4056 BASEL,SWITZERLAND
来源
ACTA CHEMICA SCANDINAVICA | 1996年 / 50卷 / 03期
关键词
D O I
10.3891/acta.chem.scand.50-0189
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Chiral C-2-symmetric semicorrins have proved to be highly efficient ligands for Cu-catalyzed enantioselective cyclopropanation of olefins and Co-catalyzed enantioselective reduction of alpha,beta-unsaturated carboxylic esters and amides. Based on these findings, analogous, readily accessible C-2-symmetric bisoxazolines have been developed which, in a short time, have become standard ligands in asymmetric catalysis, allowing effective enantiocontrol in a variety of metal-catalyzed reactions. More recently, our work has led us from C-2-symmetric nitrogen ligands to unsymmetric phosphinooxazolines. P,N-ligands of this type have been successfully applied in palladium- and tungsten-catalyzed allylic substitutions and in enantioselective Heck reactions of alkenyl and aryl triflates with cyclic olefins.
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页码:189 / 194
页数:6
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