Nitrones, 1,3-dipolar cycloaddition of
Wiley InterScience Backfile Collection 1832-2000
Chemistry and Pharmacology
The regio- and stereoselectivity of the 1,3-dipolar cycloaddition reaction of 1-aryl-N-methyl-2-(1H-azol-1-yl)ethanimine N-oxides 6 to monosubstituted olefins 7 were investigated. The reaction is regioselective, leading to the corresponding C-5 substituted isoxazolidines 8/9 as cis/trans diastereomeric mixtures. The cis isomers, which are the predominant species of the mixtures, are readily separated by flash chromatography on neutral silica gel.
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