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
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UNIV BASEL,INST ORGAN CHEM,ST JOHANNS RING 19,CH-4056 BASEL,SWITZERLANDUNIV BASEL,INST ORGAN CHEM,ST JOHANNS RING 19,CH-4056 BASEL,SWITZERLAND
ZHOU, QL
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PFALTZ, A
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[1] UNIV BASEL,INST ORGAN CHEM,ST JOHANNS RING 19,CH-4056 BASEL,SWITZERLAND
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).