An approach to hyperolactone C and analogues using late stage conjugate addition on an oxonium ylide-derived spirofuranone

Org Biomol Chem. 2013 Aug 28;11(32):5362-9. doi: 10.1039/c3ob41251b.

Abstract

A stereocontrolled synthesis of norphenyl hyperolactone C together with its utility as a direct precursor to the anti-HIV agent hyperolactone C and analogues by addition of organolithiums, are described. Preliminary studies to access this key building block in a catalytic enantioselective manner are also reported.

MeSH terms

  • Anti-HIV Agents / chemical synthesis*
  • Anti-HIV Agents / chemistry
  • Catalysis
  • Furans / chemical synthesis*
  • Furans / chemistry
  • Lithium / chemistry
  • Onium Compounds / chemistry*

Substances

  • Anti-HIV Agents
  • Furans
  • Onium Compounds
  • hyperolactone C
  • hydronium ion
  • Lithium