Synthesis and chemical diversity analysis of bicyclo [3.3. 1] non-3-en-2-ones
…, J Contreras-García, AM Virshup, DN Beratan, W Yang…
Index: Hammill, Jared T.; Contreras-Garcia, Julia; Virshup, Aaron M.; Beratan, David N.; Yang, Weitao; Wipf, Peter Tetrahedron, 2010 , vol. 66, # 31 p. 5852 - 5862
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Citation Number: 4
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. ...
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