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Direct coupling of sp3 carbon of alkanes with α,β-unsaturated carbonyl compounds using a copper/hydroperoxide system

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Abstract

A new methodology for the monovalent copper-initiated direct coupling of alkanes and hydroperoxides with unsaturated carbonyl compounds is developed. In this work, α,β-unsaturated carbonyl compounds underwent alkylation and peroxidation to give synthetically useful α-peroxy ketones with wide functional group tolerance. The resulting α-peroxy ketones could be easily transformed into very useful α-hydroxy ketones.

Graphical abstract: Direct coupling of sp3 carbon of alkanes with α,β-unsaturated carbonyl compounds using a copper/hydroperoxide system

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Publication details

The article was received on 23 Feb 2017, accepted on 27 Mar 2017 and first published on 05 Apr 2017


Article type: Research Article
DOI: 10.1039/C7QO00149E
Citation: Org. Chem. Front., 2017, Advance Article
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    Direct coupling of sp3 carbon of alkanes with α,β-unsaturated carbonyl compounds using a copper/hydroperoxide system

    Y. Lan, C. Yang, Y. Xu and T. Loh, Org. Chem. Front., 2017, Advance Article , DOI: 10.1039/C7QO00149E

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