Carbenoid insertion into the peroxide bond vs the olefin bond of cyclic peroxides

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dc.contributor.authorZvarec, O.
dc.contributor.authorAvery, T.
dc.contributor.authorTaylor, D.
dc.date.issued2010
dc.description.abstractHerein we report examples of the insertion of a carbenoid into a peroxide linkage. This study reveals that intramolecular insertion of carbenes into the peroxide linkage of 3,6-dihydro-1,2-dioxines is preferred over olefin insertion. The initial scope of the reaction and mechanistic considerations, have been probed. This methodology also generates unusual bicyclic hemiacetals (2) and tricyclic peroxides (3).
dc.description.statementofresponsibilityOndrej Zvarec, Thomas D. Avery and Dennis K. Taylor
dc.identifier.citationJournal of Organic Chemistry, 2010; 75(2):450-454
dc.identifier.doi10.1021/jo902290g
dc.identifier.issn0022-3263
dc.identifier.issn1520-6904
dc.identifier.orcidAvery, T. [0000-0001-6882-5461]
dc.identifier.orcidTaylor, D. [0000-0002-3302-4610] [0000-0002-4274-3983] [0000-0003-0633-7424]
dc.identifier.urihttp://hdl.handle.net/2440/61093
dc.language.isoen
dc.publisherAmer Chemical Soc
dc.relation.grantARC
dc.rightsCopyright © 2009 American Chemical Society
dc.source.urihttps://doi.org/10.1021/jo902290g
dc.titleCarbenoid insertion into the peroxide bond vs the olefin bond of cyclic peroxides
dc.typeJournal article
pubs.publication-statusPublished

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