Total Synthesis of Amphirionin-4

Org Lett. 2015 Aug 7;17(15):3868-71. doi: 10.1021/acs.orglett.5b01844. Epub 2015 Jul 14.

Abstract

The first total synthesis of amphirionin-4 has been achieved using a combination of cross-coupling strategies to access the polyene side chain and a chlorohydrin-based approach to construct the tetrahydrofuranol core. The remote C9-stereocenter was introduced through a Nozaki-Hiyama-Kishi coupling that proceeded with remote stereoinduction.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biological Products / chemical synthesis*
  • Biological Products / chemistry
  • Dinoflagellida / chemistry
  • Marine Biology
  • Molecular Structure
  • Polyenes / chemistry*
  • Polyketides / chemical synthesis*
  • Polyketides / chemistry

Substances

  • Biological Products
  • Polyenes
  • Polyketides
  • amphirionin-4