Synlett 1994; 1994(7): 501-503
DOI: 10.1055/s-1994-23148
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Highly Enantioselective Hydrogenation of α,(β-Unsaturated Carboxylic Acids Catalyzed by H8-BINAP-Ru(II) Complexes

Xiaoyong Zhang* , Toshitsugi Uemura, Kazuhiko Matsumura, Noboru Sayo, Hidenori Kumobayashi, Hidemasa Takaya
  • *Division of Material Chemistry, Graduate School of Engineering, Kyoto University, Sakyo-ku, Kyoto 606-01, Japan
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Publication History

Publication Date:
18 September 2002 (online)

Asymmetric hydrogenation of a series of α,β-unsaturated carboxylic 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 = 2,2′-bis(diphenylphosphino)-5,5′,6,6′,7,7′,8,8′- octahydro-1,1′-binaphthyl], affords the corresponding saturated carboxylic acids in excellent enantioselectivities (86-97%). This reaction has also been applied to the synthesis of (S)-ibuprofen in 97% ee.

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