Asymmetric total synthesis of soraphen A: a flexible alkyne strategy

Angew Chem Int Ed Engl. 2009;48(30):5478-81. doi: 10.1002/anie.200901907.

Abstract

The alkyne functional group can be a valuable handle for organic synthesis since the alkyne can function both as a nucleophile or as an electrophile when activated with an appropriate metal catalyst. Herein, we exploit this dual nature of the alkyne moiety for the concise total synthesis of the natural product soraphen A.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / chemistry*
  • Antifungal Agents / chemical synthesis*
  • Antifungal Agents / chemistry
  • Catalysis
  • Macrolides / chemical synthesis*
  • Macrolides / chemistry
  • Metals / chemistry

Substances

  • Alkynes
  • Antifungal Agents
  • Macrolides
  • Metals
  • soraphen A