Adelaide Research and Scholarship: 1,2-dioxines containing tethered hydroxyl functionality as convenient precursors for pyran syntheses

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Permanent link to this item: http://hdl.handle.net/2440/17805

Type:	Article
Title:	1,2-dioxines containing tethered hydroxyl functionality as convenient precursors for pyran syntheses
Author:	Avery, Thomas Daniel Caiazza, D. Culbert, J. A. Taylor, Dennis K. Tiekink, Edward Richard Tom
Citation:	Journal of Organic Chemistry, 2005; 70 (21):8344-8351
Publisher:	American Chemical Society
Issue Date:	2005
ISSN:	0022-3263
School/Discipline:	School of Chemistry and Physics : Chemistry School of Agriculture, Food and Wine : Agricultural and Animal Science
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.
Description:	Copyright © 2005 American Chemical Society
RMID:	0020051089
DOI:	10.1021/jo050806n
Appears in Collections:	Chemistry Publications
View citing articles in:	Google Scholar Scopus