Asymmetric Hydrogenation of Benzalacetone Catalyzed by RuCl2(TPPTS)2-(S,S)-DPENDS in Water Medium

✍ Scribed by Jinbo WANG; Ruixiang QIN; Wei XIONG; Yun JIA; Derong LIU; Jian FENG; Hua CHEN

• Book ID: 104452879
• Publisher: Elsevier Science
• Year: 2010
• Weight: 242 KB
• Volume: 31
• Category: Article
• ISSN: 1872-2067
• DOI: 10.1016/s1872-2067(09)60048-6

✦ Synopsis

The asymmetric hydrogenation of benzalacetone catalyzed by ruthenium monophosphine complex RuCl 2 (TPPTS) 2 [TPPTS = P(m-C 6 H 4 SO 3 Na) 3 ] modified by (S,S)-DPENDS (disodium salt of sulfonated (S,S)-1,2-diphenyl-1,2-ethylene-diamine) was investigated in a water medium. Under the optimized conditions, a chemoselectivity of 96.0% for 4-phenyl-3-butene-2-ol and ee value of 71.2% were obtained. The products could be easily obtained by simple extraction with n-hexane, and the catalyst could be reused five times without evident loss of catalytic activity and enantioselectivity.