Stereocontrolled synthesis of C1-C17 fragment of narasin via a free radical-based approach

Org Lett. 2010 Jan 1;12(1):36-9. doi: 10.1021/ol902414u.

Abstract

An efficient synthesis of the C1-C17 western unit of narasin was achieved from (S)-Roche ester. Highlights in our synthesis include the successful exploitation of three stereoselective sequences of Lewis acid mediated reaction followed by free-radical-based hydrogen transfer.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Free Radicals / chemistry
  • Molecular Structure
  • Pyrans / chemical synthesis*
  • Pyrans / chemistry
  • Stereoisomerism
  • Streptomyces aureofaciens / chemistry

Substances

  • Free Radicals
  • Pyrans
  • narasin