Abstract
The 2-acylcycloalkanones 1a–g and 3a–c, possessing a polyfluoroalkyl group, react with hydroxylamine regio- and stereoselectively to yield 4,5-dihydroisoxazol-5-ols 2a–g and 4a–c, respectively, i.e., products of N-addition to the oxo group at the cycloalkane ring (Schemes 1 and 2). The products 2 and 4 can be dehydrated under drastic conditions only (Schemes 3 and 4). The structure of one of the 4,5-dihydroisoxazol-5-ols was confirmed by X-ray crystal-structure analysis.
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