Tetrahedron

Pericyclic reactions of cyclopentadienones with nonactivated olefins in phenolic solvents. Enhancement of the reactivity and periselectivity

T Jikyo, M Eto, K Harano

Index: Jikyo, Tamaki; Eto, Masashi; Harano, Kazunobu Tetrahedron, 1999 , vol. 55, # 19 p. 6051 - 6066

Full Text: HTML

Citation Number: 16

Abstract

The solvent effect of phenols on the reactivity and periselectivity for the pericyclic reactions of cyclopentadienones with olefins involving conjugated medium-ring polyenes has been investigated. The use of phenols as a solvent accelerates the reaction rates of cycloadditions of cyclopentadienones with nonactivated olefins. In the reaction of cycloheptatriene in p-chlorophenol, the exo [4+ 6] π cycloadduct was produced ...