Asymmetric Conjugate Reduction of α, β??Unsaturated Ketones and Esters with Chiral Rhodium (2, 6??bisoxazolinylphenyl) Catalysts

Y Kanazawa, Y Tsuchiya, K Kobayashi…

Index: Kanazawa, Yoshinori; Tsuchiya, Yasunori; Kobayashi, Kazuki; Shiomi, Takushi; Itoh, Jun-Ichi; Kikuchi, Makoto; Yamamoto, Yoshihiko; Nishiyama, Hisao Chemistry - A European Journal, 2006 , vol. 12, # 1 p. 63 - 71

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Citation Number: 107

Abstract

Abstract New asymmetric conjugate reduction of β, β-disubstituted α, β-unsaturated ketones and esters was accomplished with alkoxylhydrosilanes in the presence of chiral rhodium (2, 6-bisoxazolinylphenyl) complexes in high yields and high enantioselectivity.(E)-4-Phenyl-3- penten-2-one and (E)-4-phenyl-4-isopropyl-3-penten-2-one were readily reduced at 60 C in 95% ee and 98% ee, respectively, by 1 mol% of catalyst loading.(EtO) 2 MeSiH proved to ...