Synthesis of the A/D/E-ring Core Compounds of Maoecrystal V†

Biosci Biotechnol Biochem. 2024 Jun 21;88(7):733-741. doi: 10.1093/bbb/zbae049.

Abstract

Synthesis of the A/D/E-ring core compounds of maoecrystal V was achieved. The key Diels-Alder reactions between tricyclic α-methylene lactones and Kitahara-Danishefsky dienes afforded the spirocyclic core compounds in a regioselective and stereoselective manner.

Keywords: Diels-Alder reaction; intramolecular aldol reaction; maoecrystal V; synthesis.

MeSH terms

  • Chemistry Techniques, Synthetic
  • Cycloaddition Reaction
  • Diterpenes / chemical synthesis
  • Diterpenes / chemistry
  • Lactones* / chemical synthesis
  • Lactones* / chemistry
  • Molecular Structure
  • Spiro Compounds / chemical synthesis
  • Spiro Compounds / chemistry
  • Stereoisomerism

Substances

  • Lactones
  • Diterpenes
  • Spiro Compounds