Stereoselective approaches to 2,3,6-trisubstituted piperidines. An enantiospecific synthesis of quinolizidine (-)-217A

Chem Commun (Camb). 2011 Sep 21;47(35):9804-6. doi: 10.1039/c1cc13048j. Epub 2011 Aug 5.

Abstract

The enantiospecific and diastereocontrolled total synthesis of alkaloid (-)-217A is described that employs a stepwise [3+3] annelation strategy and a piperidine 2,3-cyclopropanation-ring opening reaction as the key steps.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Cyclopropanes / chemistry
  • Piperidines / chemical synthesis*
  • Piperidines / chemistry*
  • Quinolizines / chemical synthesis*
  • Quinolizines / chemistry*
  • Stereoisomerism
  • Substrate Specificity

Substances

  • Cyclopropanes
  • Piperidines
  • Quinolizines
  • alkaloid 217A
  • cyclopropane