Volume 30, Issue 43
Preparative Organic Chemistry
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ChemInform Abstract: A Mild Preparation of α-Halo-α,β-enones from Cyclic Enones.

Giuliana Righi

Giuliana Righi

Dip. Chim., Univ. La Sapienza, CNR, I-00185 Roma, Italy

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Paolo Bovicelli

Paolo Bovicelli

Dip. Chim., Univ. La Sapienza, CNR, I-00185 Roma, Italy

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Anna Sperandio

Anna Sperandio

Dip. Chim., Univ. La Sapienza, CNR, I-00185 Roma, Italy

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First published: 13 June 2010

Abstract

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ChemInform Abstract

The selective transformation of cyclic enones (I) to α-halo-α,β-enones (II) and (III) is achieved in a simple one-pot procedure by oxidation of the parent enones (I) with dimethyldioxirane and subsequent treatment of the epoxide intermediates with alkali halides in the presence of Amberlyst. Olefins (IV) are converted to halohydrins (V) under these conditions.

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