Asymmetric hydrogenation of olefins with aprotic oxygen functionalities catalyzed by BINAP-Ru (II) complexes

…, T Miyake, N Seido, H Kumobayashi…

Index: Ohta, Tetsuo; Miyake, Tsutomu; Seido, Nobuo; Kumobayashi, Hidenori; Takaya, Hidemasa Journal of Organic Chemistry, 1995 , vol. 60, # 2 p. 357 - 363

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Citation Number: 147

Abstract

Cyclic a, b-unsaturated ketones, alkylidene lactones, and alkenyl ethers have been hydrogenated in high enantiomeric excesses by use of BINAP-Ru (I1) complexes (BINAP= 2, 2'-bis (dipheny1phosphino)-1, l'-binaphthyl) as catalysts. 2-Alkylidenecyclopentanones were hydrogenated in the presence of [RuCl (BINAP)(benzene)] Cl, Ru2C14 (BINAP) 2 (NEt3), or Ru (OCOCH& (BINAP) in up to 98% ee, while in the case of 2-benzylidene-and ...