Total synthesis of (+)-phomactin a using a B-alkyl Suzuki macrocyclization

J Am Chem Soc. 2003 Feb 19;125(7):1712-3. doi: 10.1021/ja0296531.

Abstract

A total synthesis of (+)-phomactin A is described using a B-alkyl Suzuki macrocyclization to incorporate the isolated trisubstituted olefin. This macrocyclization was accomplished with the sensitive hydrated furan ring in place. (R)-(+)-pulegone was used to establish the highly substituted cyclohexene core of the molecule.

Publication types

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

MeSH terms

  • Cyclization
  • Heterocyclic Compounds, 4 or More Rings / chemical synthesis*

Substances

  • Heterocyclic Compounds, 4 or More Rings
  • phomactin A