Chemoselective N-Heterocyclic Carbene-Catalyzed Cascade of Enals with Nitroalkenes

Org Lett. 2015 Jul 17;17(14):3588-91. doi: 10.1021/acs.orglett.5b01692. Epub 2015 Jul 6.

Abstract

An unprecedented N-heterocyclic carbene catalyzed chemoselective and enantioselective cascade reaction of enals with nitroalkenes has been developed. A wide range of enantioenriched dihydrocoumarins has been prepared, and the reaction goes through an enolate intermediate generated under a catalytic process.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry*
  • Catalysis
  • Heterocyclic Compounds / chemistry*
  • Methane / analogs & derivatives*
  • Methane / chemistry
  • Molecular Structure
  • Nitro Compounds / chemistry*

Substances

  • Aldehydes
  • Heterocyclic Compounds
  • Nitro Compounds
  • carbene
  • Methane