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  • Title: First asymmetric synthesis of the cyclohexanone subunit of baconipyrones A and B. Revision of its structure.
    Author: Turks M, Murcia MC, Scopelliti R, Vogel P.
    Journal: Org Lett; 2004 Sep 02; 6(18):3031-4. PubMed ID: 15330580.
    Abstract:
    [reaction: see text] An asymmetric synthesis of the 3,5-dihydroxycyclohexanone subunit of baconipyrones A and B, as well as that of the hydroxydiketone subunit of baconipyrones C and D ((-)-(4S,6S)-4,6-dimethyl-5-hydroxynonan-3,7-dione), is described. Key steps include sulfur dioxide-induced additions of enoxysilanes to 1,3-dioxy-1,3-dienes, followed by retro-ene desulfitations (retro-ene elimination of SO(2)).
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