Enantioselective construction of lactone[2,3-b]piperidine skeletons via organocatalytic tandem reactions

Org Biomol Chem. 2010 Feb 21;8(4):755-7. doi: 10.1039/b922053d. Epub 2009 Dec 14.

Abstract

A highly enantioselective construction of delta- and gamma-lactone[2,3-b]piperidine skeletons was accomplished by tandem aza-Diels-Alder reaction-hemiacetal formation-oxidation from N-Tos-1-aza-1,3-butadienes and aliphatic dialdehydes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Butadienes / chemical synthesis*
  • Catalysis
  • Cyclization
  • Lactones / chemistry*
  • Molecular Structure
  • Oxygen / chemistry
  • Piperidines / chemistry*
  • Stereoisomerism*
  • Ytterbium / chemistry

Substances

  • Butadienes
  • Lactones
  • Piperidines
  • piperidine
  • 1,3-butadiene
  • Ytterbium
  • Oxygen