Biomimetic Asymmetric Hydrogenation: In Situ Regenerable Hantzsch Esters for Asymmetric Hydrogenation of Benzoxazinones

Qing‐An Chen(Dalian Institute of Chemical Physics), Mu‐Wang Chen(Chinese Academy of Sciences), Chang‐Bin Yu(Chinese Academy of Sciences), Lei Shi(Dalian Institute of Chemical Physics), Duo‐Sheng Wang(Dalian Institute of Chemical Physics), Yan Yang(Chinese Academy of Sciences), Yong‐Gui Zhou(Dalian Institute of Chemical Physics)
Journal of the American Chemical Society
September 23, 2011
Cited by 197

Abstract

A catalytic amount of Hantzsch ester that could be regenerated in situ by Ru complexes under hydrogen gas has been employed in the biomimetic asymmetric hydrogenation of benzoxazinones with up to 99% ee in the presence of chiral phosphoric acid. The use of hydrogen gas as a reductant for the regeneration of Hantzsch esters makes this hydrogenation an ideal atom economic process.


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