Wagner–Meerwein重排

酸催化下醇的烷基进行迁移得到多取代烯烃的反应。

反应机理

反应实例

参考文献

1. Wagner, G. J. Russ. Phys. Chem. Soc. 1899, 31, 690. Wagner first observed this rearrangement in 1899 and German chemist Hans Meerwein unveiled the mechanism in1914.

2. Hogeveen, H.; Van Kruchten, E. M. G. A. Top. Curr. Chem. 1979, 80, 89–124. (Review).

3. Kinugawa, M.; Nagamura, S.; Sakaguchi, A.; Masuda, Y.; Saito, H.; Ogasa, T.; Kasai, M. Org. Proc. Res. Dev. 1998, 2, 344–350.

4. Trost, B. M.; Yasukata, T. J. Am. Chem. Soc. 2001, 123, 7162–7163.

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6. Bose, G.; Ullah, E.; Langer, P. Chem. Eur. J. 2004, 10, 6015–6028.

7. Guo, X.; Paquette, L. A. J. Org. Chem. 2005, 70, 315–320.

8. Li, W.-D. Z.; Yang, Y.-R. Org. Lett. 2005, 7, 3107–3110.

9. Michalak, K.; Michalak, M.; Wicha, J. Molecules 2005, 10, 1084–1100.

10. Mullins, R. J.; Grote, A. L. Wagner–Meerwein Rearrangement. In Name Reactions for Homologations-Part II; Li, J. J., Ed.; Wiley: Hoboken, NJ, 2009, pp 373􀀐394. (Review).

11. Ghorpade, S.; Su, M.-D.; Liu, R.-S. Angew. Chem. Int. Ed. 2013, 52, 4229–4234.

编译自：Name Reactions （A Collection of Detailed Reaction Mechanisms）, Jie Jack Li, Wagner–Meerwein rearrangement，page 622-623.