Modular total syntheses of thymifodioic/incanic acids

The first total synthesis of the bioactive natural product 2,6-(E,E)-thymifodioic acid, also called incanic acid, and its stereoisomers is described. An unified, iterative and modular strategy was envisioned, achieving the synthesis of the goals products after five reaction steps in an overall yield...

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Detalles Bibliográficos
Autores: Álvarez Méndez, Sergio J., Saad, José Roberto, Tonn, Carlos Eugenio, Martín, Víctor S., García, Celina
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2019
País:Argentina
Institución:Consejo Nacional de Investigaciones Científicas y Técnicas
Repositorio:CONICET Digital (CONICET)
Idioma:inglés
OAI Identifier:oai:ri.conicet.gov.ar:11336/144258
Acceso en línea:http://hdl.handle.net/11336/144258
Access Level:acceso abierto
Palabra clave:ITERATIVE SYNTHESIS
NATURAL PRODUCTS
OLEFINATION
TERPENES
TOTAL SYNTHESIS
https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
Descripción
Sumario:The first total synthesis of the bioactive natural product 2,6-(E,E)-thymifodioic acid, also called incanic acid, and its stereoisomers is described. An unified, iterative and modular strategy was envisioned, achieving the synthesis of the goals products after five reaction steps in an overall yield ranging from 8% to 16%. The key step is a non-expensive easy to perform Horner–Wadsworth–Emmons condensation.