An intramolecular Diels-Alder approach to the eunicellins: Enantioselective total syntheses of ophirin B and astrogorgin

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Crimmins, Michael T. [1 ]
Brown, Brandon H. [2 ]
Plake, Hilary R. [1 ]
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[1] Department of Chemistry, Venable and Kenan Laboratories of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, NC 27599-3290, United States
[2] Gilead Sciences, Inc., Foster City, CA 94404, United States
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The enantioselective syntheses of the eunicellins ophirin B and astrogorgin have been completed. Ring-closing metatheses provide efficient access to the oxonene rings; and highly diastereoselective intramolecular Diels-Alder reactions resulted in the formation of the hydrobenzofuran portion of the molecules. © 2006 American Chemical Society;
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页码:1371 / 1378
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