Addition reactions of conjugated double bonds. Part V. Stereochemistry of pyrazoline ring formation from αβ-unsaturated phenylhydrazones

Harry Ferres, Mohammad S. Hamdam, William R. Jackson

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The stereochemistry of cyclisation of the phenylhydrazones of some αβ-unsaturated ketones is discussed in terms of a stereoselective enamine-imine tautomerism step. Cyclisation of the phenylhydrazone of 1-acetyl-4-t-butyl-cyclohexene results in an initial axial attack of the nitrogen nucleophile on the six-membered ring.

Original languageEnglish
Pages (from-to)936-938
Number of pages3
JournalJournal of the Chemical Society, Perkin Transactions 2
Issue number7
Publication statusPublished - 1 Dec 1973

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