ChemInform Abstract: Functionalized γ-Lactones via Intramolecular Nitrile Oxide Cycloaddition.
Abstract
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ChemInform Abstract
Fluoride-mediated condensation reaction of the α-brominated O- trimethylsilyloximes (I) and the α,β-unsaturated carboxylic acids (II) gives the hydroxylamino esters (III) which are treated with hypochlorite to produce the corresponding nitrile oxides. These undergo directly an intramolecular 1,3-dipolar cycloaddition reaction, forming the isoxazolines (IV) and the isoxazole (Vc) in the case of R = Ph.
