Palladium-catalyzed asymmetric reactions enantiocontrolled by chiral organosulfur functionality

Participation of chiral sulfinyl functionality in palladium-catalyzed asymm etric reactions is demonstrated by using chiral sulfoxides as chiral ligand s or chiral substrates. New chiral ligands, o-(phosphinoamino)phenyl and o- phosphinophenyl sulfoxides, have been developed. The structure of an interm ediary palladium complex was determined by X-ray crystallographic analysis. The palladium-catalyzed asymmetric 1,3-rearrangements of (1,3-butadienyl) cyclopropanes bearing chiral sulfinyl groups to cyclopentenes are described . The participation of the chiral sulfinyl group to the palladium catalyst is described. (C) 2000 Elsevier Science Ltd All rights reserved.