Issue 7, 2017

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
23 Feb 2017
Accepted
27 Mar 2017
First published
05 Apr 2017

Org. Chem. Front., 2017,4, 1411-1415

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, 4, 1411 DOI: 10.1039/C7QO00149E

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