Cycloadditions of isobenzofuran to a constrained template bearing neighboring dienophiles

Chemistry. 2003 May 9;9(9):2068-71. doi: 10.1002/chem.200204619.

Abstract

A high yielding synthesis of the pentacyclic diene-dione 1 has enabled investigation of its reactivity as a double dienophile in Diels-Alder [4+2] cycloadditions with isobenzofuran, leading to novel and highly symmetrical three-sided cavitands 3 and 4.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzofurans / chemical synthesis*
  • Cyclization
  • Indicators and Reagents
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Conformation
  • Oxidation-Reduction

Substances

  • Benzofurans
  • Indicators and Reagents