Pd(II)-catalyzed enantioselective C-H activation of cyclopropanes

J Am Chem Soc. 2011 Dec 14;133(49):19598-601. doi: 10.1021/ja207607s. Epub 2011 Nov 21.

Abstract

Systematic ligand development has led to the identification of novel mono-N-protected amino acid ligands for Pd(II)-catalyzed enantioselective C-H activation of cyclopropanes. A diverse range of organoboron reagents can be used as coupling partners, and the reaction proceeds under mild conditions. These results provide a new retrosynthetic disconnection for the construction of enantioenriched cis-substituted cyclopropanecarboxylic acids.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, Non-P.H.S.

MeSH terms

  • Amino Acids / chemistry
  • Catalysis
  • Cyclopropanes / chemical synthesis
  • Cyclopropanes / chemistry*
  • Ligands
  • Palladium / chemistry*

Substances

  • Amino Acids
  • Cyclopropanes
  • Ligands
  • cyclopropanecarboxylic acid
  • Palladium