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Title: Ring-Opening of Unsymmetrical 1,2-Dioxines Using Cobalt(II) Salen Complexes
Contributor(s): Greatrex, Ben  (author)orcid ; Taylor, Dennis K (author)
Publication Date: 2005
DOI: 10.1021/jo040241f
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Abstract: The regioselectivity of the metal-catalyzed ring opening of unsymmetrical 1,2-dioxines to cis-y-hydroxyenones was investigated using two different Co(II) salen complexes. Regioselectivity was determined by direct examination of the enone ratios and by derivitization with a stabilized phosphorus ylide. The steric influence of the substituents on the 1,2-dioxine was the primary influence on regioselectivity. Temperature played little role; however, solvent and selection of Co(II) complex could be used to mildly influence the outcome of the rearrangement for selected substrates. The origins of the selectivity for the reaction are discussed.
Publication Type: Journal Article
Source of Publication: Journal of Organic Chemistry, 70(2), p. 470-476
Publisher: American Chemical Society
Place of Publication: United States of America
ISSN: 1520-6904
Field of Research (FOR): 030503 Organic Chemical Synthesis
Socio-Economic Objective (SEO): 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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