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Synfacts 2022; 18(05): 0459
DOI: 10.1055/s-0041-1738021
DOI: 10.1055/s-0041-1738021
Synthesis of Natural Products and Potential Drugs
Synthesis of Four Kopsane Alkaloids
Authors
Qin B,
Lu Z,
Jia Y.
*
Peking University Beijing, P. R. of China
Divergent Total Synthesis of Four Kopsane Alkaloids: N-Carbomethoxy-10,22-dioxokopsane, Epikopsanol-10-lactam, 10,22-Dioxokopsane, and N-Methylkopsanone.
Angew. Chem. Int. Ed. 2022; e202201712
DOI: 10.1002/anie.202201712
Divergent Total Synthesis of Four Kopsane Alkaloids: N-Carbomethoxy-10,22-dioxokopsane, Epikopsanol-10-lactam, 10,22-Dioxokopsane, and N-Methylkopsanone.
Angew. Chem. Int. Ed. 2022; e202201712
DOI: 10.1002/anie.202201712
Significance
The kopsanes are a family of heptacyclic alkaloids. Jia and co-workers report a divergent and enantioselective synthesis of four members based on a common intermediate.
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Comment
Ruthenium-catalyzed dihydroxylation of vinyl chloride G and reductive enolization with concomitant aldol addition followed by oxidation yields diketone H, which is elaborated to the common heptacyclic intermediate K.
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Publikationsverlauf
Artikel online veröffentlicht:
20. April 2022
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