Synthesis of the DFGH ring system of type B physalins: highly oxygenated, cage-shaped molecules

Angew Chem Int Ed Engl. 2009;48(21):3862-6. doi: 10.1002/anie.200900634.

Abstract

Let the dominos fall: Synthesis of the complex DFGH ring system of the title compounds has been accomplished. The approach features simple treatment of the key intermediate with a Brønsted base to afford the tetracyclic cage-shaped target in one pot through a four-step domino transformation (see scheme; Mc = monochloromesylate, MOM = methoxymethyl).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Molecular Structure
  • Oxygen / chemistry*
  • Secosteroids / chemical synthesis*
  • Secosteroids / chemistry

Substances

  • Secosteroids
  • physalin B
  • Oxygen