Asymmetric total synthesis of clavolonine

Org Lett. 2011 Apr 15;13(8):2015-7. doi: 10.1021/ol200376z. Epub 2011 Mar 9.

Abstract

The asymmetric total synthesis of clavolonine (1) has been achieved based on chiral auxiliary multiple-use methodology. Our synthetic route features stereoselective transformations on the cyclohexane ring utilizing the steric environment of the chiral auxiliary and an intramolecular Mannich reaction to construct the fused ring system.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Molecular Structure
  • Quinolizines / chemical synthesis*
  • Stereoisomerism

Substances

  • Quinolizines
  • clavolonine