4.7 Article

Synthesis of (+)-Coronafacic Acid

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JOURNAL OF ORGANIC CHEMISTRY
卷 74, 期 6, 页码 2433-2437

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AMER CHEMICAL SOC
DOI: 10.1021/jo802493k

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  1. NSF [054177, GM060287]

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An enantioselective synthesis of (+)-coronafacic acid has been achieved. Rhodium-catalyzed cyclization of an alpha-diazoester provided the intermediate cyclopentanone in high enantiomeric purity. Subsequent Fe-mediated cyclocarbonylation of a derived alkenyl cyclopropane gave a bicyclic enone that then was hydrogenated and carried on to the natural product.

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