On the mechanism of intramolecular photocycloaddition of substituted o-allylphenols to cyclic ethers

S. Geresh, O. Levy, Y. Markovits, A. Shani

Research output: Contribution to journalArticlepeer-review

37 Scopus citations

Abstract

Osmometric and NMR techniques were used in order to study the ionic mechanism for the intramolecular photocycloaddition reaction of o-allyl phenols (1) to give cyclic ethers (2) + (3). The role of the intramolecular H-bond between the OH group and the π-electrons of the allylic group was ascertained. based on the results of the photocyclization, osmometric and NMR measurements the substituents can be divided into 3 groups according to their effect on the above intramolecular interaction.

Original languageEnglish
Pages (from-to)2803-2807
Number of pages5
JournalTetrahedron
Volume31
Issue number22
DOIs
StatePublished - 1 Jan 1975

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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