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Rapid biomimetic total synthesis of (±)-rossinone B. 2010

Ziyang Zhang, and Jiahua Chen, and Zhen Yang, and Yefeng Tang
Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education and Beijing National Laboratory for Molecular Science (BNLMS), College of Chemistry, Peking University, Beijing 100871, China.

A biomimetic total synthesis of (±)-rossinone B has been achieved through a highly efficient strategy featuring a series of rationally designed reactions, including a one-pot allylic rearrangement/oxidation reaction to generate the vinyl quinone 27, an intramolecular vinyl quinone Diels-Alder reaction to construct the linear 6-6-5 tricyclic core of 28, and a double conjugate addition/β-elimination cascade to complete the total synthesis of 1.

UI MeSH Term Description Entries
D001688 Biological Products Complex pharmaceutical substances, preparations, or matter derived from organisms usually obtained by biological methods or assay. Biologic,Biologic Drug,Biologic Product,Biological,Biological Drug,Biological Medicine,Biological Product,Biologics,Biopharmaceutical,Natural Product,Natural Products,Biologic Drugs,Biologic Medicines,Biologic Pharmaceuticals,Biologic Products,Biological Drugs,Biological Medicines,Biologicals,Biopharmaceuticals,Products, Biological,Drug, Biologic,Drug, Biological,Drugs, Biologic,Drugs, Biological,Medicine, Biological,Medicines, Biologic,Medicines, Biological,Pharmaceuticals, Biologic,Product, Biologic,Product, Biological,Product, Natural
D013729 Terpenes A class of compounds composed of repeating 5-carbon units of HEMITERPENES. Isoprenoid,Terpene,Terpenoid,Isoprenoids,Terpenoids
D015394 Molecular Structure The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds. Structure, Molecular,Molecular Structures,Structures, Molecular
D040761 Biomimetic Materials Materials fabricated by BIOMIMETICS techniques, i.e., based on natural processes found in biological systems. Bio-Inspired Devices,Bio-Inspired Materials,Bioinspired Devices,Bioinspired Materials,Biomimetic Devices,Biomimicry Devices,Biomimicry Materials,Bio Inspired Devices,Bio Inspired Materials,Bio-Inspired Device,Bio-Inspired Material,Bioinspired Device,Bioinspired Material,Biomimetic Device,Biomimetic Material,Biomimicry Device,Biomimicry Material,Device, Bio-Inspired,Device, Bioinspired,Device, Biomimetic,Device, Biomimicry,Devices, Bio-Inspired,Devices, Bioinspired,Devices, Biomimetic,Devices, Biomimicry,Material, Bio-Inspired,Material, Bioinspired,Material, Biomimetic,Material, Biomimicry,Materials, Bio-Inspired,Materials, Bioinspired,Materials, Biomimetic,Materials, Biomimicry

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