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note
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3 may coordinate to imino nitrogen. However, we surmised that five-membered chelate was not formed under our reaction conditions.
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Synthesized following literature precedents: (a) Beaulieu, P. L.; Wernic, D.; J. Org. Chem. 1996, 61, 3635-3645. (b) Laïb, T.; Chastanet, J.; Zhu, J. J. Org. Chem. 1998, 63, 1709-1713.
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Recent examples of formation/trapping of ortho-quinone methide: (a) Van de Water, R. W.; Magdziak, D. J.; Chau, J. N. C.; Pettus, T. R. R. J. Am. Chem. Soc. 2000, 122, 6502-6503. (b) Lindsley, C. W.; Chan, L. K.; Goess, B. C.; Joseph, R.; Shair, M. D. J. Am. Chem. Soc. 2000, 122, 422-423. (c) Pande, P.; Shearer, J.; Yang, J.; Greenberg, W. A.; Rokita, S. E. J. Am. Chem. Soc. 1999, 121, 6773-6779. (d) Angle, S. R.; Rainier, J. D.; Woytowicz, C. J. Org. Chem. 1997, 62, 5884-5892.
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Recent examples of formation/trapping of ortho-quinone methide: (a) Van de Water, R. W.; Magdziak, D. J.; Chau, J. N. C.; Pettus, T. R. R. J. Am. Chem. Soc. 2000, 122, 6502-6503. (b) Lindsley, C. W.; Chan, L. K.; Goess, B. C.; Joseph, R.; Shair, M. D. J. Am. Chem. Soc. 2000, 122, 422-423. (c) Pande, P.; Shearer, J.; Yang, J.; Greenberg, W. A.; Rokita, S. E. J. Am. Chem. Soc. 1999, 121, 6773-6779. (d) Angle, S. R.; Rainier, J. D.; Woytowicz, C. J. Org. Chem. 1997, 62, 5884-5892.
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Recent examples of formation/trapping of ortho-quinone methide: (a) Van de Water, R. W.; Magdziak, D. J.; Chau, J. N. C.; Pettus, T. R. R. J. Am. Chem. Soc. 2000, 122, 6502-6503. (b) Lindsley, C. W.; Chan, L. K.; Goess, B. C.; Joseph, R.; Shair, M. D. J. Am. Chem. Soc. 2000, 122, 422-423. (c) Pande, P.; Shearer, J.; Yang, J.; Greenberg, W. A.; Rokita, S. E. J. Am. Chem. Soc. 1999, 121, 6773-6779. (d) Angle, S. R.; Rainier, J. D.; Woytowicz, C. J. Org. Chem. 1997, 62, 5884-5892.
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