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New approach for the synthesis of isoxazoline-N-oxides.

Organic letters (2003-12-05)
Roman A Kunetsky, Alexander D Dilman, Sema L Ioffe, Marina I Struchkova, Yury A Strelenko, Vladimir A Tartakovsky
ABSTRACT

A strategy for the synthesis of isoxazoline-N-oxides (cyclic five-membered nitronates) from primary nitro compounds and olefins is described. The key step of the process involves 1,3-dipolar cycloaddition of corresponding 1-bromosilyl nitronates with alkenes. [reaction: see text]

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
tert-Butyldimethylsilyl chloride, reagent grade, 97%