A catalytic asymmetric reaction involving enolizable anhydrides

Org Lett. 2012 Apr 6;14(7):1850-3. doi: 10.1021/ol300453s. Epub 2012 Mar 26.

Abstract

In the presence of a highly efficient novel bifunctional organocatalyst at low loadings under mild conditions, enolizable homophthalic anhydrides can be added to a range of aromatic and aliphatic aldehydes to give dihydroisocoumarins, with excellent yields and diastereo- and enantiocontrol (up to 99% ee).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Anhydrides / chemistry*
  • Catalysis
  • Cinchona Alkaloids / chemistry
  • Combinatorial Chemistry Techniques
  • Isocoumarins / chemical synthesis*
  • Isocoumarins / chemistry
  • Molecular Structure
  • Stereoisomerism

Substances

  • Aldehydes
  • Anhydrides
  • Cinchona Alkaloids
  • Isocoumarins