Xy. Zhang et al., HIGH ENANTIOSELECTIVE HYDROGENATION OF ALPHA-BETA-UNSATURATED CARBOXYLIC-ACIDS CATALYZED BY H(8)-BINAP-RU(II) COMPLEXES, Synlett, (7), 1994, pp. 501-503
Asymmetric hydrogenation of a series of alpha,beta-unsaturated carobxy
lic acids catalyzed by the H8-BINAP-Ru(II) complexes, Ru(OCOCH3)2[(S)-
H8-binap] and (RuI((R)-H8-binap)(p-cymene)]I [H8-BINAP = no)-5,5',6,6'
,7,7',8,8'octahydro-1,1'-binaphthyl], affords the corresponding satura
ted carboxylic acids in excellent enantioselectivities (86-97%). This
reaction has also been applied to the synthesis of (S)-ibuprofen in 97
% ee.