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Highly diastereoselective Barbier allylation and iminium cyclization: a simple entry to bicyclic and tricyclic piperazinones

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https://doi.org/10.1016/j.tet.2008.10.034

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2008

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https://hdl.handle.net/20.500.14352/99303

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Viso A, Fernández De La Pradilla R, Flores A, Del Águila MA. Highly diastereoselective Barbier allylation and iminium cyclization: a simple entry to bicyclic and tricyclic piperazinones. Tetrahedron 2008;64:11580–8. https://doi.org/10.1016/j.tet.2008.10.034

Abstract

Barbier allylation of 5,6-dihydropyrazin-2(1H)-ones leads to a single isomer of 3-allylpiperazin-2-ones in high yields. Further Pictet–Spengler–Grieco cyclization of 3-allylpiperazin-2-ones with aldehydes provides bicyclic and tricyclic piperazinones with high diastereoselectivity.

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Química orgánica (Química)

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2306 Química Orgánica

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