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For an example of stoichiometric usage of a chiral charged Brønsted acid for the reaction of a nonionic Lewis base, see: (j) Jang, D. O.; Kim, S. Y. J. Am. Chem. Soc. 2008, 130, 16152.
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34547186015
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For examples of achiral charged Brønsted acid catalyses, see: (a) Takenaka, N.; Sarangthem, R. S.; Seerla, S. K. Org. Lett. 2007, 9, 2819.
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For the nonenantioselective reaction, see: Ziyaei-Halimehjani, A.; Saidi, M. R. Tetrahedron Lett. 2008, 49, 1244, and references therein.
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(a) Huang, H.; Okuno, T.; Tsuda, K.; Yoshimura, M.; Kitamura, M. J. Am. Chem. Soc. 2006, 128, 8716.
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48
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67650567501
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a estimate for 2b•BArF
-
a estimate for 2b•BArF.
-
-
-
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49
-
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67650548093
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-
When the reaction in entry 11 of Table 2 was performed in toluene at -15°C for 12 h, considerable loss of enantioselectivity was observed (96% yield, 72% ee)
-
When the reaction in entry 11 of Table 2 was performed in toluene at -15°C for 12 h, considerable loss of enantioselectivity was observed (96% yield, 72% ee).
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