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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 21, 1991 - Issue 4
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Original Articles

Lithiation of 2,6,6-1-[2-(1,4-Dioxenyl)]-1-Cyclohexene: An Unexpected Dioxene Ring-Cleavage

Valérie Blanchot Laboratoire de Synthèse Organique, D.C.S.O. Ecole Polytechnique, 91128, Palaiseau, Cedex, France
&
Issam Hanna Laboratoire de Synthèse Organique, D.C.S.O. Ecole Polytechnique, 91128, Palaiseau, Cedex, France
Pages 563-568 | Received 17 Dec 1990, Published online: 23 Sep 2006
 
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Abstract

Metalation of the title compound 1 with strong lithiating agents leads to ring-opened products. Conditions for regioselective deprotonation affording either α,β-unsaturated ketone 6 or allenic product 9 are described.

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