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反應機理
臭氧先對烯烴進行1,3-偶極環加成得到初級臭氧化物,重排得到
兩性離子過氧化物,再一次1,3-偶極環加成生成最終的臭氧化物。
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反應實例
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參考文獻
1. (a) Criegee, R.; Wenner, G. Ann. 1949, 564, 9-15. (b) Criegee, R. Rec. Chem. Prog.1957, 18, 111-120. (c) Criegee, R. Angew. Chem. 1975, 87, 765-771.
2. Bunnelle, W. H. Chem. Rev. 1991, 91, 335-362. (Review).
3. Kuczkowski, R. L. Chem. Soc. Rev. 1992, 21, 79-83. (Review).
4. Marshall, J. A.; Garofalo, A. W. J. Org. Chem. 1993, 58, 3675-3680.
5. Ponec, R.; Yuzhakov, G.; Haas, Y.; Samuni, U. J. Org. Chem. 1997, 62, 2757-2762.
6. Dussault, P. H.; Raible, J. M. Org. Lett. 2000, 2, 3377-3379.
7. Jiang, L.; Martinelli, J. R.; Burke, S. D. J. Org. Chem. 2003, 68, 1150-1153.
8. Schank, K.; Beck, H.; Pistorius, S. Helv. Chim. Acta 2004, 87, 2025-2049.
9. Coleman, B. E.; Ault, B. S. J. Mol. Struct. 2013, 1031, 138-143.
編譯自:Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, Criegee mechanism of ozonolysis,page 187.
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