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Title: A Domino Ring-Opening/Epoxidation of 1,2-Dioxines
Contributor(s): Greatrex, Ben  (author)orcid ; Taylor, Dennis K (author); Tiekink, Edward R T (author)
Publication Date: 2004
DOI: 10.1021/jo030330c
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Abstract: When allowed to react with alkaline hydrogen peroxide, monocyclic 1,2-dioxines ring-open to their isomeric 'y'-hydroxyenone intermediates which are rapidly epoxidized to afford 'trans'-4-hydroxy-2,3-epoxyketones in 21-81% yield. In the case of 'meso'-1,2-dioxines, Co(II) complex catalyzed asymmetric ring-opening of the 1,2-dioxine may be employed to furnish enantioenriched epoxides.
Publication Type: Journal Article
Source of Publication: Journal of Organic Chemistry, 69(7), p. 2580-2583
Publisher: American Chemical Society
Place of Publication: United States of America
ISSN: 1520-6904
Field of Research (FOR): 030503 Organic Chemical Synthesis
030599 Organic Chemistry not elsewhere classified
Socio-Economic Outcome Codes: 970103 Expanding Knowledge in the Chemical Sciences
Peer Reviewed: Yes
HERDC Category Description: C1 Refereed Article in a Scholarly Journal
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Appears in Collections:Journal Article
School of Rural Medicine

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