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Award ID contains: 1956154

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  1. ; ; ; ; ; ; ; ; ; ; et al (, Science)
    (−)-Cylindrocyclophane A is a 22-membered C2-symmetric [7.7]paracyclophane that bears bis-resorcinol functionality and six stereocenters. We report a synthetic strategy for (−)-cylindrocyclophane A that uses 10 C−H functionalization reactions, resulting in a streamlined route with high enantioselectivity and efficiency (17 steps). The use of chiral dirhodium tetracarboxylate catalysis enabled the C–H functionalization of primary and secondary positions, which was complemented by palladium-catalyzed C(sp2)–C(sp2) cross-couplings, resulting in the rapid formation of the macrocyclic core and all stereocenters with high regio-, diastereo-, and enantioselectivity. The use of a late-stage palladium-catalyzed fourfold C(sp2)–H acetoxylation installed the bis-resorcinol moieties. This research exemplifies how multilaboratory collaborations can produce substantial modernizations of complex total synthesis endeavors. 
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    Free, publicly-accessible full text available November 8, 2025
  2. ; ; ; ; (, Organic Process Research & Development)
  3. ; ; ; ; (, Journal of the American Chemical Society)
  4. ; ; ; ; (, Journal of the American Chemical Society)
    Free, publicly-accessible full text available May 22, 2025
  5. ; ; (, ACS Catalysis)
  6. ; ; ; ; ; ; (, Organometallics)
  7. ; ; ; ; (, Organic Letters)
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  8. ; ; ; ; ; ; ; ; ; ; et al (, Organic Process Research & Development)
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  9. ; ; ; ; ; ; ; (, Organic Letters)
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  10. ; ; ; (, The Journal of Organic Chemistry)
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