Total Synthesis and Cytotoxicity Evaluation of Pareitropone and Analogues.
J Org Chem
; 89(9): 6230-6237, 2024 May 03.
Article
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| MEDLINE
| ID: mdl-38629386
ABSTRACT
A concise synthesis of pareitropone by oxidative cyclization of a phenolic nitronate is delineated. The use of TMSOTf as an additive to promote the facile formation of a strained norcaradiene intermediate provides convenient access to highly condensed multicyclic tropones in high yields. This synthesis is modular, efficient, and scalable, highlighting the synthetic utility of radical anion coupling reactions in annulation reactions. This work is discussed in the context of total syntheses of the tropoloisoquinoline alkaloids. Also included are the preparation of several congeners and a brief description of their biological activities.
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1
Colección:
01-internacional
Banco de datos:
MEDLINE
Asunto principal:
Antineoplásicos
Límite:
Humans
Idioma:
En
Revista:
J Org Chem
Año:
2024
Tipo del documento:
Article