Enantioselective hydrogenation of tetrasubstituted olefins of cyclic beta-(acylamino)acrylates

J Am Chem Soc. 2003 Aug 13;125(32):9570-1. doi: 10.1021/ja035777h.

Abstract

Hydrogenation of a series of cyclic beta-(acylamino)acrylates with tetrasubstituted olefins has been accomplished successfully with the use of Ru catalysts with chiral biaryl ligands such as C3-TunaPhos, and up to over 99% ee's have been achieved. This methodology provides an efficient catalytic method for the synthesis of both cis and trans chiral cyclic beta-amino acid derivatives.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Acrylates / chemistry*
  • Amino Acids, Cyclic / chemical synthesis*
  • Cycloparaffins / chemistry*
  • Hydrogenation
  • Stereoisomerism

Substances

  • Acrylates
  • Amino Acids, Cyclic
  • Cycloparaffins