Stereocontrolled total synthesis of (-)-englerin A

J Org Chem. 2012 Sep 7;77(17):7364-70. doi: 10.1021/jo301145r. Epub 2012 Aug 17.

Abstract

The total synthesis of (-)-englerin A, a potent and selective inhibitor of renal cancer cell lines, is described. The key feature includes the stereocontrolled construction of the cyclopentane structure by taking advantage of a base-promoted epoxynitrile cyclization.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Molecular Conformation
  • Sesquiterpenes, Guaiane / chemical synthesis*
  • Sesquiterpenes, Guaiane / chemistry
  • Stereoisomerism

Substances

  • Sesquiterpenes, Guaiane
  • englerin A