Stereoselective one-pot, three-component synthesis of 4-aryltetrahydropyran via Prins-Friedel-Crafts reaction

J Org Chem. 2009 Mar 20;74(6):2605-8. doi: 10.1021/jo802531h.

Abstract

A diastereoselective one-pot, three-component Prins-Friedel-Crafts reaction was developed for the synthesis of 4-aryltetrahydropyran derivatives from the reaction of carbonyl compounds with homoallylic alcohol in the presence of arene promoted by boron trifluoride etherate.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alcohols / chemistry
  • Boranes / chemistry
  • Pyrans / chemical synthesis*
  • Stereoisomerism

Substances

  • Alcohols
  • Boranes
  • Pyrans
  • boron trifluoride etherate