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https://hdl.handle.net/1959.11/9257
Title: | Ring-Opening of Unsymmetrical 1,2-Dioxines Using Cobalt(II) Salen Complexes | Contributor(s): | Greatrex, Ben (author) ; Taylor, Dennis K (author) | Publication Date: | 2005 | DOI: | 10.1021/jo040241f | Handle Link: | https://hdl.handle.net/1959.11/9257 | 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: | The Journal of Organic Chemistry, 70(2), p. 470-476 | Publisher: | American Chemical Society | Place of Publication: | United States of America | ISSN: | 1520-6904 0022-3263 |
Fields of Research (FoR) 2008: | 030503 Organic Chemical Synthesis | Socio-Economic Objective (SEO) 2008: | 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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