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A Torquoselective Extrusion of Isoxazoline N-Oxides. Application to the Synthesis of Aryl Vinyl and Divinyl Ketones for Nazarov Cyclization

A mild, convenient reaction sequence for the synthesis of Nazarov cyclization substrates is described. The [3+2] dipolar cycloaddition of a nitrone and an electron-deficient alkyne gives an isolable isoxazoline intermediate, which upon oxidation undergoes stereoselective extrusion of nitrosomethane...

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Detalhes bibliográficos
Main Authors: Canterbury, Daniel P., Herrick, Ildiko R., Um, Joann, Houk, K. N., Frontier, Alison J.
Formato: Artigo
Idioma:Inglês
Publicado em: 2009
Assuntos:
Acesso em linha:https://ncbi.nlm.nih.gov/pmc/articles/PMC2703503/
https://ncbi.nlm.nih.gov/pubmed/20161228
https://ncbi.nlm.nih.govhttp://dx.doi.org/10.1016/j.tet.2008.10.003
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