Photochemistry of enolic systems-III. Irradiation of enol benzoates

M. Gorodetsky, Y. Mazur

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

Irradiation of enol benzoates with a low pressure mercury lamp was studied. Irradiation of isopropenyl benzoate (I) and the steroidal enol benzoate, XV and XVI, gave the rearranged products, benzoylacetone (II) and α-benzoylketones XVII and XXI respectively. However, irradiation of cyclohexen-1-yl benzoate (III) and its 6-methyl derivative VIII resulted in ring cleavage, as well as benzoyl migration, to give V and XIII respectively.

Original languageEnglish
Pages (from-to)3607-3615
Number of pages9
JournalTetrahedron
Volume22
Issue number10
DOIs
StatePublished - 1 Jan 1966
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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