Asymmetric Synthesis Catalyzed by Chiral Phosphine-Metai Complexes

Abstract

Asymmetric reactions catalyzed by chiral phosphine-metal complexes have been studied. Optically active ferrocenylphosphines are unique ligands in that structural modification can be readily made by introduction of a desired functional group on the side chain according to the demand of the reaction type, and they have been demonstrated to be effective for the following catalytic asymmetric reactions : 1) Gold-catalyzed asymmetric aldol reaction of isocyanoacetate. 2) Rhodium-catalyzed asymmetric hydrogenation of trisubstituted acrylic acids. 3) Palladium-catalyzed asymmetric allylic amination and alkylation. 4) Palladium-catalyzed asymmetric hydrosilylation of dienes. 5) Nickel-catalyzed asymmetric cross-coupling forming axially chiral binaphthyls. New catalytic asymmetric reactions have been developed. They are palladium-catalyzed asymmetric disilylation of α, β-unsaturated ketones forming optically active β-hydroxy ketones and rhodium-catalyzed asymmetric hydroboration of styrenes. © 1989, The Chemical Society of Japan. All rights reserved.