Issue 16, 2016
From the journal:

Organic & Biomolecular Chemistry

A combined computational and experimental investigation of the oxidative ring-opening of cyclic ethers by oxoammonium cations†

Jacob. J. Loman,a   Emma R. Carnaghan,a   Trevor A. Hamlin,a   John M. Ovian,a   Christopher B. Kelly,a   Michael A. Mercadantea  and  Nicholas E. Leadbeater*ab  

* Corresponding authors

a Department of Chemistry, University of Connecticut, 55 North Eagleville Road, Storrs, CT 06269, USA
E-mail: nicholas.leadbeater@uconn.edu

b Department of Community Medicine & Health Care, University of Connecticut Health Center, The Exchange, 263 Farmington Ave, Farmington, CT 06030, USA

Abstract

The propensity of oxoammonium cations to facilitate the oxidative ring-opening of cyclic ethers to their corresponding distal hydroxy ketones is investigated. The reaction has been evaluated using experimental and computational methods to gain deeper insight into trends in reactivity.

Graphical abstract: A combined computational and experimental investigation of the oxidative ring-opening of cyclic ethers by oxoammonium cations

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Article information

DOI
https://doi.org/10.1039/C6OB00347H
Article type
Paper
Submitted
12 Feb 2016
Accepted
18 Mar 2016
First published
18 Mar 2016

Org. Biomol. Chem., 2016,14, 3883-3888

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A combined computational and experimental investigation of the oxidative ring-opening of cyclic ethers by oxoammonium cations

Jacob. J. Loman, E. R. Carnaghan, T. A. Hamlin, J. M. Ovian, C. B. Kelly, M. A. Mercadante and N. E. Leadbeater, Org. Biomol. Chem., 2016, 14, 3883 DOI: 10.1039/C6OB00347H

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