Toward the total synthesis of variecolin

Org Lett. 2001 Jul 26;3(15):2257-60. doi: 10.1021/ol015763l.

Abstract

[reaction: see text] An annulative approach toward the total synthesis of the sesterterpenoid variecolin (1) is presented. Synthesis of the key hemiketal, containing the core ABC ring skeleton, has been achieved on a model system by an expeditious route utilizing samarium(II) iodide. Furthermore, enantioselective syntheses of component fragments for the total synthesis have been developed.

Publication types

  • Research Support, Non-U.S. Gov't
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Angiotensin Receptor Antagonists
  • Immunosuppressive Agents / chemical synthesis
  • Receptor, Angiotensin, Type 1
  • Receptor, Angiotensin, Type 2
  • Sesterterpenes
  • Stereoisomerism
  • Terpenes / chemical synthesis*

Substances

  • Angiotensin Receptor Antagonists
  • Immunosuppressive Agents
  • Receptor, Angiotensin, Type 1
  • Receptor, Angiotensin, Type 2
  • Sesterterpenes
  • Terpenes
  • variecolin