@article{pittir22231,
          volume = {66},
          number = {31},
           month = {July},
          author = {JT Hammill and J Contreras-Garc{\'i}a and AM Virshup and DN Beratan and W Yang and P Wipf},
           title = {Synthesis and chemical diversity analysis of bicyclo[3.3.1]non-3-en-2-ones},
         journal = {Tetrahedron},
           pages = {5852 -- 5862},
            year = {2010},
             url = {http://d-scholarship-dev.library.pitt.edu/22231/},
        abstract = {Functionalized bicyclo[3.3.1]non-3-en-2-ones are obtained from commercially available phenols by a hypervalent iodine oxidation, enone epoxidation, epoxide thiolysis, and intramolecular aldol reaction sequence. Reaction optimization studies identified room temperature as well as microwave-mediated procedures, providing moderate to good yields (57-88\%) in the thiophenol-mediated epoxide opening and intramolecular aldol reaction. In addition, the isolation of a key intermediate and in situ NMR studies supported the mechanistic hypothesis. The bicyclic ring products occupy novel chemical space according to ChemGPS and Chemaxon chemical diversity and cheminformatics analyses. {\copyright} 2010 Elsevier Ltd.}
}