A Convergent Approach to the Forskolin Skeleton

Fortune O. Ononiwu, Bo Wang, Nancy I. Totah

Research output: Contribution to journalArticlepeer-review

Abstract

A convergent approach to the forskolin skeleton is described. Assembly of a simplified tricyclic framework is achieved in a single step via the dihydropyrone Diels-Alder reaction. Selective manipulation of the resulting cycloadduct, in conjunction with an unusual equilibration of the C8 stereocenter, provides access to scaffolds that differ in relative stereochemistry at both the A/B and B/C ring junctions.

Original languageEnglish (US)
JournalSynlett
DOIs
StateAccepted/In press - 2024

Keywords

  • diastereoselective synthesis
  • Diels-Alder reaction
  • equilibration
  • forskolin
  • fused ring systems
  • natural product analogues
  • regioselectivity

ASJC Scopus subject areas

  • Organic Chemistry

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