Asymmetric synthesis of (+)- and (-)-pauciflorol F: confirmation of absolute stereochemistry

Org Lett. 2013 Aug 16;15(16):4118-21. doi: 10.1021/ol401752u. Epub 2013 Jul 30.

Abstract

An efficient, formal enantioselective synthesis of (+)- and (-)-pauciflorol F has been achieved using a recently introduced oxazolidinone controlled torquoselective Nazarov reaction. The absolute stereochemistry of pauciflorol F and its biosynthetic precursors has been unambiguously confirmed using X-ray crystallography.

MeSH terms

  • Catalysis
  • Crystallography, X-Ray
  • Molecular Structure
  • Stereoisomerism
  • Stilbenes / chemical synthesis*
  • Stilbenes / chemistry

Substances

  • Stilbenes
  • pauciflorol F