Tetrahedron: Asymmetry

Direct anti-selective asymmetric hydrogenation of α-amino-β-keto esters through dynamic kinetic resolution using Ru-axially chiral phosphine catalysts— …

K Makino, T Goto, Y Hiroki, Y Hamada

Index: Makino, Kazuishi; Goto, Takayuki; Hiroki, Yasuhiro; Hamada, Yasumasa Tetrahedron Asymmetry, 2008 , vol. 19, # 24 p. 2816 - 2828

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Citation Number: 32

Abstract

The asymmetric hydrogenation of α-amino-β-keto esters using ruthenium (Ru) anti- selectively proceeds via a dynamic kinetic resolution to afford anti-β-hydroxy-α-amino acids with high enantiomeric purities, which are important chiral building blocks for the synthesis of medicines and natural products. A mechanistic investigation has revealed that the Ru- catalyzed asymmetric hydrogenation takes place via the hydrogenation of the double ...