Abstract

Silyl isoxazolines have been synthesized by [2 + 3] cycloaddition reaction of nitrile oxides and silylnitronates to vinyl- and allylsilanes. The direction of the cycloaddition reaction of nitrile oxides to trialkoxyvinylsilanes has been shown to depend on the nature of the substituents on silicon and on the method used to generate the nitrile oxides. The addition of silyl esters of aci-nitromethane to triethoxyvinylsilane gives both 5-silyl and 4-silyl isomers. The structures of silyl isoxazolines are discussed.

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