Stereoselective synthesis of (-)-4-epiaxinyssamine |
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| Authors: | Leonardo Castellanos,Jaime Rodrí guez |
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| Affiliation: | a Departamento de Química, Universidad Nacional de Colombia, AA 14490 Bogotá, Colombia
b Departamemto de Química Fundamental, Facultad de Ciencias, Campus da Zapateira, Universidad de A Coruña, 15071 A Coruña, Spain |
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| Abstract: | The synthetic studies towards axinyssamine, a cytotoxic and coral-lethal compound isolated from the Caribbean sponge Axinyssa ambrosia were performed. The Ritter reaction on the key intermediate with chloroacetonitrile, resulted in the introduction of the amino group at C-4 generating the configuration of this stereocentre opposite to that of the natural product. As a result, the first total synthesis of the unnatural (-)-4-epiaxinyssamine was achieved. |
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