Stereocontrolled synthesis of substituted N-arenesulfonyl azetidines from gamma-(phenylseleno)alkyl arylsulfonamides

Org Biomol Chem. 2007 Nov 7;5(21):3510-9. doi: 10.1039/b712861d. Epub 2007 Sep 21.

Abstract

Different synthetic methodologies for the stereocontrolled synthesis of substituted azetidines are reported. The approach utilizes an optimized oxidation reaction of gamma-(phenylseleno)alkyl arylsulfonamides, followed by the intramolecular substitution of the resulting phenylselenonyl group by the nitrogen atom.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amines / chemistry*
  • Azetidines / chemical synthesis*
  • Azetidines / chemistry
  • Molecular Structure
  • Organoselenium Compounds / chemistry*
  • Stereoisomerism
  • Sulfonamides / chemistry*

Substances

  • Amines
  • Azetidines
  • Organoselenium Compounds
  • Sulfonamides