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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Bibliographic Details
Main Authors: López Martínez, Josefa Leticia, Torres García, Irene, Moreno Gutiérrez, Irene, Oña Burgos, Pascual, Rosales Martínez, Antonio, Muñoz Dorado, Manuel, Álvarez Corral, Míriam, Rodríguez García, Ignacio Manuel
Format: info:eu-repo/semantics/article
Language:English
Published: MDPI 2023
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Online Access:http://hdl.handle.net/10835/14517
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Summary:(−)-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 CpTiCl2, an organometallic compound prepared in situ by a CpTiCl3 reduction with Mn.