Total Synthesis of the Proposed Structure for Chaunopyran A and Its Absolute Configuration

J Nat Prod. 2020 Aug 28;83(8):2537-2541. doi: 10.1021/acs.jnatprod.0c00552. Epub 2020 Jul 16.


This paper describes a seven-step synthesis of the proposed structure for chaunopyran A produced by cocultivation of a Chaunopycnis sp. and Trichoderma hamatum. This synthesis included a coupling of a diene sulfone and a tetrahydropyranyl aldehyde as a key step. The sign of the specific rotation value of the synthetic sample was opposite that of the natural product, suggesting that the absolute configuration of the natural product should be revised.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Hypocreales / chemistry
  • Hypocreales / growth & development
  • Molecular Structure
  • Polyenes / chemical synthesis*
  • Polyenes / chemistry*
  • Spectrum Analysis / methods


  • Polyenes
  • chaunopyran A

Supplementary concepts

  • Trichoderma hamatum