Título:
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Synthesis of (±)-Serralongamine A and the Revised Structure of Huperzine N
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Autor/a:
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Saborit Villarroya, Gisela; Bosch, Caroline; Parella, Teodor; Bradshaw, Ben; Bonjoch i Sesé, Josep
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Otros autores:
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Universitat de Barcelona |
Abstract:
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A revised structure for the Lycopodium alkaloid huperzine N is proposed and confirmed by synthesis. The key synthetic steps involve an epimerization of a cis-5-oxodecahydroquinoline to the corresponding trans isomer and a coupling, followed by a diastereoselective hydrogenation using Wilkinson's catalyst to incorporate the pyridylmethyl moiety. This route allowed the alkaloid serralongamine A to be synthesized for the first time, and two additional steps led to the revised structure of huperzine N, both products bearing an unusual decahydroquinoline stereostructure. |
Materia(s):
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-Alcaloides -Catàlisi -Síntesi orgànica -Ciclització (Química) -Productes naturals -Metodologia -Alkaloids -Catalysis -Organic synthesis -Ring formation (Chemistry) -Natural products -Methodology |
Derechos:
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(c) American Chemical Society , 2016
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Tipo de documento:
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Artículo Artículo - Versión aceptada |
Editor:
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American Chemical Society
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Compartir:
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