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3N. See Experimental Section for details.
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2SO. See: Nguyen, H. M.; Chen, Y.; Duron, S. G.; Gin, D. Y. J. Am. Chem. Soc. 2001, 123, 8766.
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0347456036
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Although the exo/endo ratio of 20.x for 17 and 15 might be considered small, comparable values are seen in other 2-norbornyl systems solvolyzing via cationic mechanisms. See: Wilcox, C. F.; Jesaitis, R. G. Tetrahedron Lett. 1967, 2567. (b) Wilcox, C. F.; Jesaitis, R. G. Chem. Commun. 1967, 1056. (c) Traylor, T. G. Perrin, C. L. J. Am. Chem. Soc. 1966, 88, 4934.
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0348085973
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Although the exo/endo ratio of 20.x for 17 and 15 might be considered small, comparable values are seen in other 2-norbornyl systems solvolyzing via cationic mechanisms. See: Wilcox, C. F.; Jesaitis, R. G. Tetrahedron Lett. 1967, 2567. (b) Wilcox, C. F.; Jesaitis, R. G. Chem. Commun. 1967, 1056. (c) Traylor, T. G. Perrin, C. L. J. Am. Chem. Soc. 1966, 88, 4934.
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Although the exo/endo ratio of 20.x for 17 and 15 might be considered small, comparable values are seen in other 2-norbornyl systems solvolyzing via cationic mechanisms. See: Wilcox, C. F.; Jesaitis, R. G. Tetrahedron Lett. 1967, 2567. (b) Wilcox, C. F.; Jesaitis, R. G. Chem. Commun. 1967, 1056. (c)Traylor, T. G. Perrin, C. L. J. Am. Chem. Soc. 1966, 88, 4934.
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0348085969
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note
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Rates of reaction of 16 and 22 are extremely concentration dependent due to the common ion effect. Chloride 16 (0.0015 M) is 50% reacted in 70 min at 25 °C.
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30
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0000514362
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0001075425
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