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Finding activity through rigidity: syntheses of natural products containing tricyclic bridgehead carbon centers

Zhi Xu, Xin Li, John A. Rose, Seth B. Herzon

2023Natural Product Reports14 citationsDOIOpen Access PDF

Abstract

Covering: up to 2022Tricyclic bridgehead carbon centers (TBCCs) are a synthetically challenging substructure found in many complex natural products. Here we review the syntheses of ten representative families of TBCC-containing isolates, with the goal of outlining the strategies and tactics used to install these centers, including a discussion of the evolution of the successful synthetic design. We provide a summary of common strategies to inform future synthetic endeavors.

Topics & Concepts

TricyclicRigidity (electromagnetism)ChemistryCarbon fibersStereochemistryCombinatorial chemistryOrganic chemistryMaterials scienceComputer scienceAlgorithmComposite numberComposite materialAdvanced Synthetic Organic ChemistryChemical synthesis and alkaloidsSynthetic Organic Chemistry Methods
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