KINETIC RESOLUTION OF RACEMIC S(TRIFLUOROMETHANE-SULFONYLOXY)-1,1'-BINAPHTHALENE BY CHIRAL DIMETHYLALUMINUM COMPLEXES AND AN ACHIRAL PD CATALYST, AS WELL AS BY ACHIRAL DIMETHYLALUMINUM REAGENTS IN THE PRESENCEOF A CHIRAL PD CATALYST

Kinetic resolution of the racemic title compound was shown to take pla ce during its methylation with either (Me2AlOCH2CH2OMe)(2) or Me2Al(CH 2)(3)NMe2 in the presence of an optically active Pd(binap) catalyst, a s well as during its alkylation with either (S)-(+)-[Me2AlOCH2CH(Me)OC H2Ph](2) or (S)-(+)-[Me2AlOCH2CH(CH2CHM2)NMe2](2) in the presence of a n achiral palladium complex. The ee values of the resolved binaphthyl derivatives by the two methods were up to 69 and 12%, respectively. Th e latter method represents the first application of a stabilized dialk ylaluminum complex with a chiral chelating ligand for asymmetric induc tion, (C) 1998 Elsevier Science Ltd. All rights reserved.