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

Jacob J Loman; Emma R Carnaghan; Trevor A Hamlin; John M Ovian; Christopher B Kelly; Michael A Mercadante; Nicholas E Leadbeater

doi:10.1039/c6ob00347h

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

Org Biomol Chem. 2016 Apr 28;14(16):3883-8. doi: 10.1039/c6ob00347h. Epub 2016 Mar 31.

Authors

Jacob J Loman¹, Emma R Carnaghan, Trevor A Hamlin, John M Ovian, Christopher B Kelly, Michael A Mercadante, Nicholas E Leadbeater

Affiliation

¹ Department of Chemistry, University of Connecticut, 55 North Eagleville Road, Storrs, CT 06269, USA. nicholas.leadbeater@uconn.edu.

PMID: 27031501
DOI: 10.1039/c6ob00347h

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.

Publication types

Research Support, Non-U.S. Gov't
Research Support, U.S. Gov't, Non-P.H.S.