Total synthesis of +-superstolide A

J Am Chem Soc. 2008 Mar 5;130(9):2722-3. doi: 10.1021/ja710238h. Epub 2008 Feb 7.

Abstract

A convergent and highly stereocontrolled synthesis of +-superstolide A (1) has been accomplished. Key steps of this synthesis include the intramolecular Suzuki reaction of 26 and the highly diastereoselective transannular Diels-Alder cyclization of macrocyclic octaene 3.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Cyclization
  • Cytotoxins / chemical synthesis*
  • Cytotoxins / chemistry
  • Macrolides / chemical synthesis*
  • Macrolides / chemistry
  • Molecular Conformation
  • Stereoisomerism
  • Tetrahydronaphthalenes / chemical synthesis*
  • Tetrahydronaphthalenes / chemistry

Substances

  • Cytotoxins
  • Macrolides
  • Tetrahydronaphthalenes
  • superstolide A