Enantioselective and Regioselective Pyrone Diels–Alder Reactions of Vinyl Sulfones: Total Synthesis of (+)‐Cavicularin |
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Authors: | Peng Zhao Prof?Dr Christopher M Beaudry |
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Institution: | Department of Chemistry, Oregon State University, Corvallis, OR 97331 (USA) |
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Abstract: | The total synthesis of (+)‐cavicularin is described. The synthesis features an enantio‐ and regioselective pyrone Diels–Alder reaction of a vinyl sulfone to construct the cyclophane architecture of the natural product. The Diels–Alder substrate was prepared by a regioselective one‐pot three‐component Suzuki reaction of a non‐symmetric dibromoarene. |
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Keywords: | asymmetric synthesis catalysis chirality cross‐coupling Diels– Alder reaction |
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