Journal
ORGANIC LETTERS
Volume 15, Issue 12, Pages 3166-3169Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol401402d
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- Conselho Nacional de Desenvolvimento Cientifico e Tecnologico (CNPq)
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Isoxazolidines have proven to be important substrates in synthetic organic chemistry. Limited examples In the literature that provide trifluoromethylated versions of these compounds have prompted us to investigate a 1,3-dipolar cycloaddition route providing access to N-functionalized isoxazolidines containing a trifluoromethyl group. Thus, a 1,3-dipolar cycloaddition of nitrosoarenes, (trifluoromethyl)diazomethane, and alkenes was developed. The starting materials can be synthesized from easy to handle and accessible reagents. The reaction proved to be tolerant of a variety of electron-deficient alkenes and nitrosoarenes.
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