Concise Synthesis of (±)-Fortuneicyclidins and (±)-Cephalotine B Enabled by Pd-Catalyzed Dearomative Spirocyclization.
Chemistry
; 29(68): e202302769, 2023 Dec 06.
Article
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| MEDLINE
| ID: mdl-37703132
ABSTRACT
Total syntheses of C11-oxygenated Cephalotaxus alkaloids, fortuneicyclidins A and B, and cephalotine B, were achieved. The key for the synthesis is a Pd-catalyzed dearomative spirocyclization of bromofurans with N-tosylhydrazones, followed by acid-mediated tandem transformation to construct the tetracyclic skeleton with the C11-oxygen functional group. Chemo-selective and catalytic functional group conversions of the tetracyclic intermediate completed the synthesis of fortuneicyclidins and cephalotine B in 8 and 9 steps, respectively.
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Bases de datos:
MEDLINE
Idioma:
En
Revista:
Chemistry
Asunto de la revista:
QUIMICA
Año:
2023
Tipo del documento:
Article
País de afiliación:
Japón