Total synthesis of (±)-ganocins B and C

Org Biomol Chem. 2016 Nov 8;14(44):10362-10365. doi: 10.1039/c6ob02049f.

Abstract

The first total synthesis of structurally unique polycyclic phenolic meroterpenoids, ganocins B and C is reported. The synthesis features gold-catalyzed intramolecular cascade cyclization to construct the C/D ring bearing an angular methyl group, diastereoselective Michael addition, and acid-mediated one-pot Robinson cyclization/deprotection/isomerization.

MeSH terms

  • Catalysis
  • Chemistry Techniques, Synthetic
  • Cyclization
  • Stereoisomerism
  • Terpenes / chemical synthesis*
  • Terpenes / chemistry*

Substances

  • Terpenes