Asymmetric Reduction of Aromatic α-Dehydroamino Acid Esters with Water as Hydrogen Source

J Org Chem. 2021 May 21;86(10):7141-7147. doi: 10.1021/acs.joc.1c00426. Epub 2021 May 9.

Abstract

The asymmetric reduction of aromatic α-dehydroamino acid esters with water as the hydrogen source was developed by a Rh/Cu co-catalytic system. The reaction tolerates various functional groups, providing a valuable synthetic tool to access chiral α-amino acid esters readily. Moreover, the present methodology also was applied in the cost-effective and easy to handle preparation of chiral deuterated α-amino esters by using D2O.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids
  • Esters*
  • Hydrogen
  • Stereoisomerism
  • Water*

Substances

  • Amino Acids
  • Esters
  • Water
  • Hydrogen