Iminophosphorane-mediated synthesis of 1-acyl-β-carbolines: A new access to the alkaloids eudistomin T, S and xestomanzamine A of marine origin |
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Authors: | Pedro Molina,Pilar M Fresneda,Sagrario Garcí a-Zafra |
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Affiliation: | Departamento de Química Orgánica, Facultad de Química, Universidad de Murcia, Campus de Espinardo, E-30071, Murcia, Spain |
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Abstract: | New syntheses of the alkaloids eudistomin T and S are described. The key step, formation of the 1-phenylacetyl β- carboline, involves a tandem aza Wittig / electrocyclic ring closure process. The first synthesis of the alkaloid xestomanzamine A is achieved by coupling of a N-protected harmane, now available via aza Wittig / electrocyclic ring closure process, with a 5-lithioimidazole derivative. |
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