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Enantioselective total synthesis of fluvirucinin B1
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A convergent synthesis of fluvirucinin B1 from acid ent-6a and nitrile ent-9, involving an organocopper coupling, a stereoselective allylation, a ring-closing metathesis reaction, and a stereoselective hydrogenation as the key steps, is reported. The starting building blocks have been prepared in a straightforward manner from a common phenylglycinol-derived lactam 1. An unprecedented regioselective oxidation of phenylglycinol-derived secondary amines 5 to carboxylic acids 6 has been developed.
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GUIGNARD, Guillaume Michel Pablo, et al. Enantioselective total synthesis of fluvirucinin B1. Organic Letters. 2016. Vol. 18, num. 81, pags. 1788-1791. ISSN 1523-7060. [consulted: 19 of August of 2026]. Available at: https://hdl.handle.net/2445/99052