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Impact of incorporating substituents onto the P-o-anisyl groups of DiPAMP ligand on the rhodium(I)-catalyzed asymmetric hydrogenation of olefins

We have prepared DiPAMP analogues by incorporating various substituents (MeO, TMS, tBu, Ph, fused benzene ring) onto the o-anisyl groups of DiPAMP. The new ligands were evaluated in Rh-catalyzed hydrogenation of model olefins. Enhanced activities and increased enantioselectivities were obtained in almost all cases. In particular, the modification of DiPAMP proved to be very beneficial in hydrogenation of atropic acid towards alpha-phenyl-propanoic acid which belongs to nonstereoidal alpha-aryl-propanoic acids possessing antiinflamatory property.

COBISS.SI-ID: 4001306