Development of Novel Catalyst System for Highly Enantioselective Hydroformylations and Its Application for the Syntheses of Biologically Active Compounds.

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(1) Asymmetric hydroformylation of sulfur-containing olefins, such as vinyl-and allyl-sulfide, sulfoxide, sulfones has been performed in high enantioselectivities by using a rhodium complex of chiral phosphine-phosphite, (R,S) -BINAPHOS.The resulting oxo-aldehydes have potential use as synthetic intermediates for various biologically active compounds.(2) Asymmetric hydroformylation of conjugated dienes have also been examined. There are four carbons in the dienes which are capable to be attached to the formyl group. For various diences, the present system chooses one of the four possibilities, in high enantioselectivities.(3) Highly enantioselective copolymerization of propene and carbon monoxide has been performed by using Pd (II) - (R,S) -BINAPHOS.The catalyst system produces poly (alt-propene-CD) of the highest molecular weight as well as in the highest enantioselectivity ever reported. The reaction mechanism was also investigated by NMR studies.