Step-economic synthesis of (+)-crocacin C: a concise crotylboronation/[3,3]-sigmatropic rearrangement approach

J Org Chem. 2012 Aug 17;77(16):6989-97. doi: 10.1021/jo301210f. Epub 2012 Aug 2.

Abstract

The step-economic total synthesis of (+)-crocacin C has been achieved in 20% yield from commercially available starting materials. This approach requires the isolation of only 8 intermediates and can provide a reliable supply of (+)-crocacin C for the development of new antifungal and crop protection agents.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemical synthesis*
  • Amides / chemical synthesis*
  • Antifungal Agents / chemical synthesis*
  • Boron Compounds / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Stereoisomerism

Substances

  • Alkenes
  • Amides
  • Antifungal Agents
  • Boron Compounds
  • crocacin C