Synthesis, enzymatic resolution, and stereochemical characterization of isoparaconic acid derivatives: a combined experimental and theoretical investigation

Chirality. 2014 Oct;26(10):640-50. doi: 10.1002/chir.22355. Epub 2014 Jul 28.

Abstract

Enantiomerically enriched isoparaconic acid derivatives were obtained by kinetic enzymatic resolution. To explain the solvent dependence observed for their optical rotatory power a computational investigation of their chiroptical properties was performed.

Keywords: chiroptical properties; isoparaconic acid derivatives; kinetic enzymatic resolution.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 4-Butyrolactone / analogs & derivatives*
  • 4-Butyrolactone / chemical synthesis
  • 4-Butyrolactone / chemistry
  • Animals
  • Chemistry Techniques, Synthetic
  • Hydrolases / metabolism*
  • Kinetics
  • Quantum Theory
  • Stereoisomerism

Substances

  • paraconic acid
  • Hydrolases
  • 4-Butyrolactone