5-AZA-SEMICORRINS - A NEW CLASS OF BIDENTATE NITROGEN LIGANDS FOR ENANTIOSELECTIVE CATALYSIS

被引:304
作者
LEUTENEGGER, U [1 ]
UMBRICHT, G [1 ]
FAHRNI, C [1 ]
VONMATT, P [1 ]
PFALTZ, A [1 ]
机构
[1] UNIV BASEL,INST ORGAN CHEM,ST JOHANNS RING 19,CH-4056 BASEL,SWITZERLAND
关键词
ENANTIOSELECTIVE CATALYSIS; CHIRAL NITROGEN LIGANDS; CYCLOPROPANATION; ALLYLIC ALKYLATION; PD CATALYSTS;
D O I
10.1016/S0040-4020(01)88880-3
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
C2-symmetric 5-aza-semicorrins are readily prepared in enantiomerically pure form starting from pyroglutamic acid. Methylation at N(5) leads to neutral bidentate nitrogen ligands. Copper(I) and palladium(II) complexes of these ligands have proved to be efficient enantioselective catalysts for the cyclopropanation of olefins and for allylic nucleophilic substitutions.
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页码:2143 / 2156
页数:14
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