Copper-catalyzed electrosynthesis of 1-acyl-2,2-diphenylcyclopropanes and their behaviour in acidic medium - Normandie Université Access content directly
Journal Articles Tetrahedron Year : 2003

Copper-catalyzed electrosynthesis of 1-acyl-2,2-diphenylcyclopropanes and their behaviour in acidic medium

Abstract

The formation of 1-acyl-2,2-diphenylcyclopropanes is performed under mild electrochemical conditions. These cyclopropane derivatives, through acid-catalyzed ring-opening, lead to γ,γ-diphenyl-β,γ-unsaturated carbonyl compounds which evolve into either substituted naphthalenes, or β-benzhydryl-α,β-cycloalkenones depending on the acyclic or cyclic nature of the intermediate allyl ketone. 1-Acyl-2,2-diphenylcyclopropanes prepared under mild electrochemical conditions, are converted, in acidic medium, first into γ,γ-diphenyl-β,γ-unsaturated ketones and subsequently into substituted naphthalenes or β-benzhydryl-α,β-cycloalkenones.

Dates and versions

hal-02278877 , version 1 (04-09-2019)

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Cite

Sylvain Oudeyer, Eric Leonel, Jean Paul Paugam, Jean-Yves Nédélec. Copper-catalyzed electrosynthesis of 1-acyl-2,2-diphenylcyclopropanes and their behaviour in acidic medium. Tetrahedron, 2003, 59 (7), pp.1073-1081. ⟨10.1016/S0040-4020(02)01620-4⟩. ⟨hal-02278877⟩
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