Greatrex, B.Taylor, D.2007-02-252007-02-252005Journal of Organic Chemistry, 2005; 70(2):470-4760022-32631520-6904http://hdl.handle.net/2440/17823The regioselectivity of the metal-catalyzed ring opening of unsymmetrical 1,2-dioxines to cis--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.enJournal article002005239810.1021/jo040241f0002263136000102-s2.0-1234426966753669Taylor, D. [0000-0002-3302-4610] [0000-0002-4274-3983] [0000-0003-0633-7424]