烯丙醇通過三氯乙醯亞胺酯中間體立體選擇性的轉化為烯丙基三氯乙醯胺的反應。
反應機理
反應實例
參考文獻
1. Overman, L. E. Acc. Chem. Res. 1971, 4, 49. (Review).
2. Overman, L. E. J. Am. Chem. Soc. 1974, 96, 597.
3. Overman, L. E. J. Am. Chem. Soc. 1976, 98, 2901.
4. Isobe, M.; Fukuda, Y.; Nishikawa, T.; Chabert, P.; Kawai, T.; Goto, T. Tetrahedron
Lett. 1990, 31, 3327.
5. Eguchi, T.; Koudate, T.; Kakinuma, K. Tetrahedron 1993, 49, 4527.
6. Toshio, N.; Masanori, A.; Norio, O.; Minoru, I. J. Org. Chem. 1998, 63, 188.
7. Cho, C.-G.; Lim, Y.-K.; Lee, K.-S.; Jung, I.-H.; Yoon, M.-Y. Synth. Commun. 2000,
30, 1643.
8. Martin, C.; Prunck, W.; Bortolussi, M.; Bloch, R. Tetrahedron: Asymmetry 2000, 11,
1585.
9. Demay, S.; Kotschy, A.; Knochel, P. Synthesis 2001, 863.
10. Oishi, T.; Ando, K.; Inomiya, K.; Sato, H.; Iida, M.; Chida, N. Org. Lett. 2002, 4, 151.
11. Reilly, M.; Anthony, D. R.; Gallagher, C. Tetrahedron Lett. 2003, 44, 2927.
12. O』Brien, P.; Pilgram, C. D. Org. Biomol. Chem. 2003, 1, 523.
13. Tsujimoto, T.; Nishikawa, T.; Urabe, D.; Isobe, M. Synlett 2004, 433.
14. Montero, A.; Mann, E.; Herradon, B. Tetrahedron Lett. 2005, 46, 401.
15. Ramachandran, P. V.; Burghardt, T. E.; Reddy, M. V. R. Tetrahedron Lett. 2005, 46,
2121.
編譯自:Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, Overman rearrangement,page 436-437.