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Total synthesis of malagashanine: a chloroquine potentiating indole alkaloid with unusual stereochemistry

The first total synthesis of malagashanine, a chloroquine potentiating indole alkaloid, is presented. A highly stereoselective cascade annulation reaction was developed to generate the tetracyclic core of the Malagasy alkaloids. This chemistry is likely to be broadly applicable to the synthesis of o...

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Detalles Bibliográficos
Autores principales: Kong, A., Mancheno, D. E., Boudet, N., Delgado, R., Andreansky, E. S., Blakey, S. B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5297967/
https://www.ncbi.nlm.nih.gov/pubmed/28451219
http://dx.doi.org/10.1039/c6sc03578g
Descripción
Sumario:The first total synthesis of malagashanine, a chloroquine potentiating indole alkaloid, is presented. A highly stereoselective cascade annulation reaction was developed to generate the tetracyclic core of the Malagasy alkaloids. This chemistry is likely to be broadly applicable to the synthesis of other members of this stereochemically unique family of natural products.