ASYMMETRIC SYNTHESIS BY CHIRAL RUTHENIUM COMPLEXES. XI. ASYMMETRIC HYDROGENATION OF TIGLIC ACID IN THE PRESENCE OF PHOSPHINE SUBSTITUTED RUTHENIUM CARBONYL CARBOXYLATES

Article abstract of DOI:10.1016/0022-328X(85)87374-5

The enantioface-discriminating hydrogenation of tiglic acid in the presence of (-)-DIOP substituted carbonyl carboxylato complexes of ruthenium has been investigated in order to identify the factors affecting the stereoselectivity of this reaction.The carboxylato ligand present in the catalytic intermediate does not seem to make a significant contribution to the stereoselectivity of this process.The stereoselectivity seems to be associated with the presence of the optically active phosphine.The catalytic system develops during the reaction through intermediates having a higher enantioface-discriminating activity than the initial and the final ruthenium complexes.