Please use this identifier to cite or link to this item: https://hdl.handle.net/2440/17805
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Type: Journal article
Title: 1,2-dioxines containing tethered hydroxyl functionality as convenient precursors for pyran syntheses
Author: Avery, T.
Caiazza, D.
Culbert, J.
Taylor, D.
Tiekink, E.
Citation: Journal of Organic Chemistry, 2005; 70(21):8344-8351
Publisher: Amer Chemical Soc
Issue Date: 2005
ISSN: 0022-3263
1520-6904
Statement of
Responsibility: 
Thomas D. Avery, Daniela Caiazza, Julie A. Culbert, Dennis K. Taylor, and Edward R. T. Tiekink
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 -hydroxy enones followed by intramolecular oxa-Michael addition of the tethered hydroxyl group.
Keywords: Hydroxyl Radical
Heterocyclic Compounds, 1-Ring
Pyrans
Anticholesteremic Agents
Molecular Structure
Antimitotic Agents
Description: Copyright © 2005 American Chemical Society
DOI: 10.1021/jo050806n
Published version: http://dx.doi.org/10.1021/jo050806n
Appears in Collections:Aurora harvest 6
Chemistry publications

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