N-heterocycles from oxime and oxime O-benzyl ethers via electrophile induced-ring formation. Route to cyclic and bicyclic amine and hydroxylamine


Dondas H. A. , Yaktubay N.

HETEROCYCLIC COMMUNICATIONS, vol.9, no.4, pp.337-344, 2003 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 9 Issue: 4
  • Publication Date: 2003
  • Doi Number: 10.1515/hc.2003.9.4.337
  • Title of Journal : HETEROCYCLIC COMMUNICATIONS
  • Page Numbers: pp.337-344

Abstract

Phenylselenyl and iodine induced chiral and achiral ring forming cyclisations creating bridged bicyclo-[3.2.1]- and cyclic ring N-hydroxylamines and bicyclo-[3.2.1]- ring amines occur stereo-, regio- and facially specifically that involve multiplication of chiral centres from one to two and three in one pot reactions in moderate to good yield. An example of bromine induced cyclisation and 1,3-dipolar cycloaddition creating isoxazolidine-ring were also reported.