Issue 14, 2015
From the journal:

Organic & Biomolecular Chemistry

Oxidative cleavage of allyl ethers by an oxoammonium salt†

Christopher B. Kelly,a   John M. Ovian,a   Robin M. Cywar,a   Taylor R. Gosselin,a   Rebecca J. Wilesa  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
E-mail: nicholas.leadbeater@uconn.edu

Abstract

A method to oxidatively cleave allyl ethers to their corresponding aldehydes mediated by an oxoammonium salt is described. Using a biphasic solvent system and mild heating, cleavage proceeds readily, furnishing a variety of α,β-unsaturated aldehydes and ketones.

Graphical abstract: Oxidative cleavage of allyl ethers by an oxoammonium salt

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Article information

DOI
https://doi.org/10.1039/C5OB00270B
Article type
Paper
Submitted
06 Feb 2015
Accepted
25 Feb 2015
First published
25 Feb 2015

Org. Biomol. Chem., 2015,13, 4255-4259

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Oxidative cleavage of allyl ethers by an oxoammonium salt

C. B. Kelly, J. M. Ovian, R. M. Cywar, T. R. Gosselin, R. J. Wiles and N. E. Leadbeater, Org. Biomol. Chem., 2015, 13, 4255 DOI: 10.1039/C5OB00270B

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