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A Concise Diastereoselective Total Synthesis of α-Ambrinol

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(−)-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… Click to show full 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.

Keywords: synthesis; synthesis ambrinol; total synthesis; diastereoselective total; concise diastereoselective

Journal Title: Marine Drugs
Year Published: 2023

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