CHIRAL MERCAPTOARYL-OXAZOLINES AS LIGANDS IN ASYMMETRIC CATALYSIS - ENANTIOSELECTIVE CU-CATALYZED 1,4-ADDITION OF GRIGNARD-REAGENTS TO ALPHA,BETA-UNSATURATED KETONES

被引:64
作者
ZHOU, QL [1 ]
PFALTZ, A [1 ]
机构
[1] UNIV BASEL,INST ORGAN CHEM,ST JOHANNS RING 19,CH-4056 BASEL,SWITZERLAND
关键词
D O I
10.1016/S0040-4039(00)61549-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Copper(I) thiolate complexes derived from chiral mercaptophenyl-oxazolines 3 have been studied as enantioselective catalysts for the 1,4-addition of Grignard reagents to alpha,beta-unsaturated ketones. For cyclic enones enantioselectivities increase in the sequence cyclopentenone (16-37% ee) < cyclohexenone (60-72% ee) < cycloheptenone (83-87% ee).
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页码:7725 / 7728
页数:4
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