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Issue 10, 1969
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Intramolecular electrocyclic reactions. Part I. Structure of ‘bromohydroxyphorone’: 3-bromo-5-hydroxy-4,4,5,5-tetramethylcyclopent-2-enone

Abstract

αα′-Dibromophorone (3,5-dibromo-2,6-dimethylhepta-2,5-dien-4-one) as the conjugate acid undergoes intramolecular electrocyclic addition to give 3-bromo-5-hydroxy-4,4,5,5-tetramethylcyclopent-2-enone. The reactions of this substance, its bromine-free analogue and their derivatives, recorded by Ingold and Shoppee in 1928, are clarified and reinterpreted.

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Article type: Paper
DOI: 10.1039/J39690001346
Citation: J. Chem. Soc. C, 1969,0, 1346-1349
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    Intramolecular electrocyclic reactions. Part I. Structure of ‘bromohydroxyphorone’: 3-bromo-5-hydroxy-4,4,5,5-tetramethylcyclopent-2-enone

    C. W. Shoppee and R. E. Lack, J. Chem. Soc. C, 1969, 0, 1346
    DOI: 10.1039/J39690001346

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