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1,2-dioxines containing tethered hydroxyl functionality as convenient precursors for pyran synthesis

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Title 1,2-dioxines containing tethered hydroxyl functionality as convenient precursors for pyran synthesis
Author Avery, Thomas D.; Caiazza, Daniela; Culbert, Julie A.; Taylor, Dennis K.; Tiekink, Edward Richard Tom
Journal Name Journal of Organic Chemistry
Year Published 2005
Place of publication Washington, D.C.
Publisher The American Chemical Society
Abstract A new method for the construction of tetrahydropyrans derived from readily available 1,2-dioxines containing a tethered hydroxyl moiety is described. The reaction proceeds via a base-catalyzed rearrangement of the 1,2-dioxines to either the isomeric cis or trans γ-hydroxy enones followed by intramolecular oxa-Michael addition of the tethered hydroxyl group.
Peer Reviewed Yes
Published Yes
Publisher URI http://pubs.acs.org/journal/joceah
Alternative URI http://dx.doi.org/10.1021/jo050806n
Volume 70
Page from 8344
Page to 8351
ISSN 0022-3263
Date Accessioned 2005-12-22
Date Available 2009-09-25T04:43:05Z
Language en_AU
Comments Copyright 2005 American Chemical Society. Self-archiving of the author-manuscript version is not yet supported by this publisher. Please use the hypertext link to access the journal's website or contact the author for more information. Please refer to the journal for the definitive published version.
Faculty Faculty of Science
Subject PRE2009-Organic Chemical Synthesis
URI http://hdl.handle.net/10072/4917
Publication Type Journal Articles (Refereed Article)
Publication Type Code c1

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