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

Autor:	Joann M. Um, Alison J. Frontier, Ildiko R. Herrick, Kendall N. Houk, Daniel P. Canterbury
Rok vydání:	2009
Předmět:	chemistry.chemical_classification chemistry.chemical_compound Nitrosomethane Reaction sequence Chemistry Aryl Alkyne Extrusion Stereoselectivity General Medicine Medicinal chemistry Cycloaddition Nitrone
Zdroj:	ChemInform. 40
ISSN:	1522-2667 0931-7597
DOI:	10.1002/chin.200933137
Popis:	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 to give aryl vinyl or divinyl ketones.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::1eee10df490bf0d936fc9be56cadf58a https://doi.org/10.1002/chin.200933137 Zobrazit plný text záznamu Plný text