Total synthesis of (+)-lepadin F |
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Authors: | Li Gang Hsung Richard P Slafer Brian W Sagamanova Irina K |
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Institution: | Division of Pharmaceutical Sciences and Department of Chemistry, 777 Highland Avenue, University of Wisconsin, Madison, Wisconsin 53705, USA. |
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Abstract: | An enantioselective total synthesis of (+)-lepadin F is described. The synthetic sequence features an intermolecular aza-3 + 3] annulation, homologation of a vinylogous amide via Eschenmoser's episulfide contraction, and a highly stereoselective hydrogenation essential for achieving the 1,3-anti relative stereochemistry at C2 and C8a. |
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