A Concise Diastereoselective Total Synthesis of α-Ambrinol

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URI: http://hdl.handle.net/10835/14517
ISSN: 1660-3397
DOI: 10.3390/md21040230
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Author/s
López Martínez, Josefa LeticiaUniversity of Almería authority; Torres García, IreneUniversity of Almería authority; Moreno Gutiérrez, Irene; Oña Burgos, PascualUniversity of Almería authority; Rosales Martínez, Antonio; [et al.]
Date
2023-04-01
Abstract
(−)-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.
Palabra/s clave
ambergris
ambrinol
barbier reaction
CpTiCl2
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Attribution-NonCommercial-NoDerivatives 4.0 Internacional
Except where otherwise noted, this item's license is described as Attribution-NonCommercial-NoDerivatives 4.0 Internacional