Asymmetric hydrogenation of (E)-α, β-bis(N-acylamino)acrylates catalyzed by a rhodium complex with trans-chelating chiral diphosphine ligand

Ryoichi Kuwano, Satoshi Okuda, Yoshihiko Ito

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Abstract

The asymmetric hydrogenation of (E)-α,β-bis(N-acylamino)acrylates was promoted by a rhodium complex bearing a trans-chelating chiral diphosphine ligand (R,R)-(S,S)-PrTRAP, providing the corresponding optically active (2S,3R)-2,3-bis(N-acylamino)carboxylates with 79-82% ee. The 2,3-bis(N- acylamino)carboxylates isolated were readily hydrolyzed under acid to afford (2S,3R)-2,3-diaminocarboxylic acids in 95% yield without epimerization.

Original languageEnglish
Pages (from-to)2773-2775
Number of pages3
JournalTetrahedron Asymmetry
Volume9
Issue number16
DOIs
Publication statusPublished - Aug 21 1998
Externally publishedYes

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All Science Journal Classification (ASJC) codes

  • Catalysis
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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