Synthesis of α-oxygenated β,γ-unsaturated ketones by a catalytic rearrangement strategy

文献情報

出版日 2018-07-11

DOI 10.1039/C8OB01559G

インパクトファクター 3.876

著者

Luisa Lempenauer, Aline Soupart, Elisabet Duñach, Gilles Lemière

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要旨

A straightforward two-step entry to α-oxgenated β,γ-unsaturated ketones from readily available α,β-unsaturated ketones is disclosed. It was found that bis(allylic) alcohols undergo a skeletal rearrangement in the presence of 1 mol% of cheap and non-corrosive p-toluenesulfonic acid. Computational studies were conducted to support the mechanism and to rationalise the influence of the catalyst acidity on the product selectivity.

掲載誌

Organic & Biomolecular Chemistry

CiteScore: 3.4

自己引用率: 10.3%

年間論文数: 1041

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