Highly enantioselective asymmetric hydrogenation of alpha-phthalimide ketone: an efficient entry to enantiomerically pure amino alcohols.
نویسندگان
چکیده
A new type of alpha-phthalimide ketones was hydrogenated in excellent enantioselectivity by using a Ru-(C3-TunePhos) complex as the catalyst. Up to 10 000 turnovers have been achieved in more than 99% ee in the hydrogenation reaction. A dynamic kinetic resolution study for the synthesis of threonine was performed, and high anti selectivity (>97:3) was observed for the first time. An efficient method to synthesize enantiomerically pure amino alcohols has been developed.
منابع مشابه
Practical synthesis of enantiopure gamma-amino alcohols by rhodium-catalyzed asymmetric hydrogenation of beta-secondary-amino ketones.
Enantioselective hydrogenation of amino ketones catalyzed by Ru– or Rh–phosphine complexes provides an efficient method for the synthesis of enantiomerically active amino alcohols, a class of chiral compounds of great importance in pharmaceutical products. A recent challenging target inspired us to look for a practical solution for the enantioselective reduction of b-amino ketones with a second...
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عنوان ژورنال:
- Journal of the American Chemical Society
دوره 126 6 شماره
صفحات -
تاریخ انتشار 2004