Solid-phase synthesis of indolizidine and quinolizidine derivatives

J Comb Chem. 2000 Jul-Aug;2(4):337-40. doi: 10.1021/cc000006k.

Abstract

An efficient method for the construction of simple indolizidine and quinolizidine derivatives on solid support has been developed. An intramolecular tandem Michael reaction initiated by the nucleophilic attack of a suitably placed amino group on the tethered Wittig condensation products between 4- or 5-aminoaldehydes attached to a trityl chloride resin and 4-[(4-methylphenyl)sulfonyl]-1-(triphenylphosphoranylidene)-2-b utanon e is the key step.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Drug Design
  • Indicators and Reagents
  • Indolizines / chemical synthesis*
  • Indolizines / chemistry
  • Models, Molecular
  • Molecular Conformation
  • Quinolizines / chemical synthesis*
  • Quinolizines / chemistry
  • Structure-Activity Relationship

Substances

  • Indicators and Reagents
  • Indolizines
  • Quinolizines