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0344391947
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+ (Scheme 1) with bases and rearrangement of the resulting enamines similar to 6 are described, in: A. A. Tishkov, A. V. Lesiv, Yu. A. Khomutova, Yu. A. Strelenko, I. D. Nesterov, M. Yu. Antipin, S. L. Ioffe, S. E. Denmark, J. Org. Chem. 2003, 68, 9477-9480.
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[2] For N-alkyl-5-alkoxyisoxazolidines, the conformation with the alkoxy substituent at C-5 in a pseudo-axial position is also strongly preferred (S. A. Ali, A. Hassan, M. I. M. Wazeer, Spectrochim. Acta, Part A 1995, 51, 2279-2287). For the 5-hiydroxy-2-silyloxy-4,5-dihydroisoxazol-2-ium cation, calculation, at the B3LYP/6-31G(d) level of theory reveals a strong preference for a conformation with a pseudo-axial hydroxy group and lengthening of the endocyclic C-O bond by 0.04 Â in comparison with the 2-silyloxy-4,5- dihydroisoxazol-2-ium cation (A. D. Dilman, personal communication, 2008).
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