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Total Synthesis of (+)-Cavicularin: The Pyrone Diels–Alder Reaction in Enantioselective Cyclophane Synthesis

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https://ir.library.oregonstate.edu/concern/articles/d217qv36s

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Abstract
  • A pyrone Diels–Alder strategy was developed for the synthesis of the cyclophane natural product, cavicularin. The strategy uses a vinyl sulfone as an alkyne equivalent dienophile. An enantioselective variant delivered (+)-cavicularin.
  • Keywords: pyrone, total synthesis, chirality, Diels–Alder, cyclophane
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  • Zhao, P., & Beaudry, C. M. (2015). Total Synthesis of (+)-Cavicularin: The Pyrone Diels–Alder Reac-tion in Enantioselective Cyclophane Synthesis. Synlett, 26(14), 1923-1929. doi:10.1055/s-0034-1378713
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  • 26
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  • 14
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  • This work was supported by Oregon State University.
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