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Although it is possible, in principle, to use α-bromoketones to prepare nitrosoalkenes via !-bromooxime precursors, we have found that the α-bromoketones tend to produce significant amounts of elimination and halogen-displacement products under standard oximation conditions
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Although it is possible, in principle, to use α-bromoketones to prepare nitrosoalkenes via !-bromooxime precursors, we have found that the α-bromoketones tend to produce significant amounts of elimination and halogen-displacement products under standard oximation conditions.
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1H NMR spectra of some of the chromatographically purified !-chloropiperidone products are still complex due to keto-enol tautomerization. However, in these cases we have found that adding 1 drop of trifluoroacetic acid to the NMR solvent produces clean spectra of the !-chloroketones in the keto-form
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1H NMR spectra of some of the chromatographically purified !-chloropiperidone products are still complex due to keto-enol tautomerization. However, in these cases we have found that adding 1 drop of trifluoroacetic acid to the NMR solvent produces clean spectra of the !-chloroketones in the keto-form.
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N-SES-3-Piperidone (16) is a known compound (see ref. 7a) but no details of its synthesis were reported
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N-SES-3-Piperidone (16) is a known compound (see ref. 7a) but no details of its synthesis were reported.
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