Ring expansion of vinylaziridines through the strain-release pericyclic reaction: recent developments and applications

Molecules. 2013 Aug 12;18(8):9650-62. doi: 10.3390/molecules18089650.

Abstract

Recent syntheses of azetidines, pyrrolidines, piperidines and azepines through cycloaddition or sigmatropic rearrangements of vinylaziridines are described. Applications to natural product synthesis and mechanistic investigations are also summarized.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Azepines / chemical synthesis*
  • Azepines / chemistry
  • Aziridines / chemical synthesis*
  • Aziridines / chemistry
  • Cyclization
  • Molecular Structure
  • Piperidines / chemical synthesis*
  • Piperidines / chemistry
  • Pyrrolidines / chemical synthesis*
  • Pyrrolidines / chemistry
  • Stereoisomerism

Substances

  • Azepines
  • Aziridines
  • Piperidines
  • Pyrrolidines