Chemistry, Department of: Faculty Series
Patrick Dussault Publications
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Document Type
Article
Date of this Version
2012
Citation
Org Lett. 2012 May 4; 14(9): 2242–2245.
Abstract
Whereas the cleavage of alkenes by ozone typically generates peroxide intermediates that must be decomposed in an accompanying step, ozonolysis in the presence of pyridine directly generates ketones or aldehydes through a process that neither consumes pyridine nor generates any detectable peroxides. The reaction is hypothesized to involve nucleophile-promoted fragmentation of carbonyl oxides via formation of zwitterionic peroxyacetals.
Comments
Copyright © 2012 American Chemical Society