A Concise Diastereoselective Total Synthesis of α-Ambrinol

(−)-cis-α-Ambrinol is a natural product present in ambergris, a substance of marine origin that has been highly valued by perfumers. In this paper, we present a new approach to its total synthesis. The starting material is commercially available α-ionone and the key step is an intramolecular Barbier...

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Detalles Bibliográficos
Autores principales: López-Martínez, Josefa L., Torres-García, Irene, Moreno-Gutiérrez, Irene, Oña-Burgos, Pascual, Rosales Martínez, Antonio, Muñoz-Dorado, Manuel, Álvarez-Corral, Míriam, Rodríguez-García, Ignacio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2023
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10145093/
https://www.ncbi.nlm.nih.gov/pubmed/37103369
http://dx.doi.org/10.3390/md21040230
Descripción
Sumario:(−)-cis-α-Ambrinol is a natural product present in ambergris, a substance of marine origin that has been highly valued by perfumers. In this paper, we present a new approach to its total synthesis. The starting material is commercially available α-ionone and the key step is an intramolecular Barbier-type cyclization induced by CpTiCl(2), an organometallic compound prepared in situ by a CpTiCl(3) reduction with Mn.

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