2D NMR spectroscopy
Analytical Chemistry and Spectroscopy
Wiley InterScience Backfile Collection 1832-2000
Chemistry and Pharmacology
The reaction of dibenzalcyclohexanone with hydroxylamine hydrochloride affords three compounds: the oxime of 2-benzylidenecyclohexanone (2), 3-phenyl-7-benzylidene-3,3a,4,5,6,7-hexahydro-2,1-benzisoxazole (3) and 3-phenyl-3,3a,4,5,6,7-hexahydro-2,1-benzisoxazole-7-spiro-2′-(3′-phenylaziridine) (4). Their structures were deduced by 2D NMR analysis. Single-crystal x-ray diffraction was used to confirm the structure and stereochemistry of 4. A possible mechanism for this reaction is proposed.
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