Asymmetric hydrogenation of ketones catalyzed by ruthenium hydride complexes of a beta-aminophosphine ligand derived from norephedrine

被引:74
作者
Guo, RW [1 ]
Lough, AJ [1 ]
Morris, RH [1 ]
Song, DT [1 ]
机构
[1] Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada
关键词
D O I
10.1021/om049460h
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series ruthenium complexes with the chiral P-N ligand (1R,2R)-PPh2CHPhCHMeNH2 derived from (1S,2R)-norephedrine are synthesized starting from the complexes RuHCl(PPh3)(3) or RuHCl(P-P)(PPh3) (P-P= (R)-binap or (S)-binap). These are precatalysts for the efficient asymmetric hydrogenation of simple ketones. For the hydrogenation of acetophenone to I-phenylethanol, the enantioselectivity observed can be related to the structure of the precatalysts determined by X-ray diffraction. This relationship breaks down for the hydrogenation of pinacolone.
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页码:5524 / 5529
页数:6
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