Stereoselective 6π-electron electrocyclic ring closures of 2-halo-amidotrienes via a remote 1,6-asymmetric induction

Org Lett. 2010 Dec 17;12(24):5768-71. doi: 10.1021/ol102693e. Epub 2010 Nov 19.

Abstract

A diastereoselective 6π-electrocyclic ring closure employing halogen-substituted 3-amidotrienes via a 1,6-remote asymmetric induction is described. This new asymmetric manifold for pericyclic ring closure further underscores the significance of the allenamide chemistry.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Amines / chemistry*
  • Cyclization
  • Electrons*
  • Heterocyclic Compounds / chemical synthesis*
  • Models, Molecular
  • Molecular Structure
  • Stereoisomerism

Substances

  • Amines
  • Heterocyclic Compounds