Issue 5, 2015

Copper(i)-promoted cycloalkylation–peroxidation of unactivated alkenes via sp3 C–H functionalisation

Abstract

A copper(I)-promoted cycloalkylation–peroxidation strategy has been developed via a three-component reaction involving cycloalkanes, tert-butyl hydroperoxide (TBHP) and internal conjugated alkenes possessing electron-withdrawing groups (EWGs). This process installs C–O and C–C bonds via sp3 C–H functionalisation with concomitant generation of two stereocentres. This regioselective radical addition of coumarin system is opposite to that of styrene.

Graphical abstract: Copper(i)-promoted cycloalkylation–peroxidation of unactivated alkenes via sp3 C–H functionalisation

Supplementary files

Article information

Article type
Communication
Submitted
16 Sep 2014
Accepted
13 Nov 2014
First published
13 Nov 2014

Org. Biomol. Chem., 2015,13, 1307-1312

Copper(I)-promoted cycloalkylation–peroxidation of unactivated alkenes via sp3 C–H functionalisation

A. Banerjee, S. K. Santra, A. Mishra, N. Khatun and B. K. Patel, Org. Biomol. Chem., 2015, 13, 1307 DOI: 10.1039/C4OB01962H

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