Abstract
A method for the synthesis of isoxazolines N -oxides from primary aliphatic nitro compounds and olefins based on the 1,3-dipolar cycloaddition of intermediate 1-halo-substituted silyl nitronates, followed by halosilane elimination has been described. The nature of the halogen atom plays a key role in determining the stability and reactivity of all intermediates of this process. Bromonitro compounds can be conveniently used in reactions with terminal alkenes, while fluorinated derivatives must be employed for internal olefins.
Key words
aliphatic nitro compounds - silyl nitronates - 1-halo-substituted nitro compounds - 1,3-dipolar cycloaddition
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