Rhodium-catalyzed asymmetric addition of arylboronic acids to beta-phthaliminoacrylate esters toward the synthesis of beta-amino acids

J Am Chem Soc. 2010 Jan 20;132(2):464-5. doi: 10.1021/ja909642h.

Abstract

Rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to beta-phthaliminoacrylate esters took place efficiently to give high yields of beta-aryl-beta-amino acid esters with 96-99% enantioselectivity, which was realized by use of a hydroxorhodium/chiral diene complex.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrylates / chemistry*
  • Amino Acids / chemical synthesis*
  • Amino Acids / chemistry
  • Boronic Acids / chemistry*
  • Catalysis
  • Molecular Structure
  • Organometallic Compounds / chemistry
  • Phthalic Acids / chemistry*
  • Rhodium / chemistry*
  • Stereoisomerism

Substances

  • Acrylates
  • Amino Acids
  • Boronic Acids
  • Organometallic Compounds
  • Phthalic Acids
  • beta-phthaliminoacrylate ester
  • Rhodium