Kinetic resolutions of indolines by a nonenzymatic acylation catalyst

J Am Chem Soc. 2006 Nov 8;128(44):14264-5. doi: 10.1021/ja0657859.

Abstract

The first method for the kinetic resolution of indolines through catalytic N-acylation is described. To improve the selectivity factor, new planar-chiral PPY-derived catalysts were synthesized, wherein the chiral environment was systematically modified. This work provides a rare example of a nonenzyme-based acylation catalyst for the kinetic resolution of amines.

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

  • Acylation
  • Catalysis
  • Hydrogen Bonding
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Kinetics
  • Models, Chemical
  • Molecular Structure
  • Stereoisomerism
  • Temperature

Substances

  • Indoles
  • indoline