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N–O Cleavage reactions of heterobicycloalkene-fused 2-isoxazolines

Transition metal-mediated N–O bond cleavage reactions of heterobicycloalkene-fused 3-methyl-2-isoxazolines were investigated. Optimal cleavage conditions were found with Raney nickel/AlCl(3) mediation in aqueous methanol. The reaction provided a diverse collection of novel heterobicycle-fused β-hydr...

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Detalles Bibliográficos
Autores principales: Nagireddy, Jaipal R, Tranmer, Geoffrey K, Carlson, Emily, Tam, William
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2014
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4168885/
https://www.ncbi.nlm.nih.gov/pubmed/25246978
http://dx.doi.org/10.3762/bjoc.10.227
Descripción
Sumario:Transition metal-mediated N–O bond cleavage reactions of heterobicycloalkene-fused 3-methyl-2-isoxazolines were investigated. Optimal cleavage conditions were found with Raney nickel/AlCl(3) mediation in aqueous methanol. The reaction provided a diverse collection of novel heterobicycle-fused β-hydroxyketones with good to excellent yields (66–95%) and without the need for chromatographic purification.