Total synthesis of (+/-)-kalihinol C

Org Lett. 2004 Apr 1;6(7):1123-6. doi: 10.1021/ol049918b.

Abstract

The total synthesis of kalihinol C, a bis-isonitrile marine diterpenoid isolated from Acanthella sp., is reported. The decalin framework was established via an intramolecular Diels-Alder cycloaddition and subsequently functionalized through a series of substrate-controlled diastereoselective transformations to install the tertiary isonitrile, beta-hydroxy isonitrile, and pendant tetrahydrofuranyl ring.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antimalarials / chemical synthesis*
  • Antimalarials / chemistry
  • Antimalarials / pharmacology
  • Diterpenes / chemical synthesis*
  • Diterpenes / chemistry
  • Diterpenes / pharmacology
  • Nitriles / chemical synthesis*
  • Nitriles / chemistry

Substances

  • Antimalarials
  • Diterpenes
  • Nitriles
  • kalihinane
  • kalihinol C