查看原文
其他

Meerwein–Ponndorf–Verley还原

2017-01-17 nf 有机合成



利用Al(Oi-Pr)3在异丙醇中还原酮得到相应的醇的反应。是Oppernauer氧化的逆反应。


反应机理


反应实例




参考文献

1. Meerwein, H.; Schmidt, R. Ann. 1925, 444, 221-􀀐238. Hans L. Meerwein, born in Hamburg Germany in 1879, received his Ph.D. at Bonn in 1903. In his long and productive academic career, Meerwein made many notable contributions in organic chemistry.

2. Woodward, R. B.; Bader, F. E.; Bickel, H.; Frey, A. J.; Kierstead, R. W. Tetrahedron 1958, 2, 1􀀐-57.

3. de Graauw, C. F.; Peters, J. A.; van Bekkum, H.; Huskens, J. Synthesis 1994, 1007-􀀐1017. (Review).

4. Campbell, E. J.; Zhou, H.; Nguyen, S. T. Angew. Chem. Int. Ed. 2002, 41, 1020􀀐-1022.

5. Sominsky, L.; Rozental, E.; Gottlieb, H.; Gedanken, A.; Hoz, S. J. Org. Chem. 2004, 69, 1492-􀀐1496.

6. Cha, J. S. Org. Proc. Res. Dev. 2006, 10, 1032-􀀐1053.

7. Manaviazar, S.; Frigerio, M.; Bhatia, G. S.; Hummersone, M. G.; Aliev, A. E.; Hale, K. J. Org. Lett. 2006, 8, 4477-􀀐4480.

8. Clay, J. M. Meerwein–Ponndorf–Verley reduction. In Name Reactions for Functional Group Transformations; Li, J. J., Ed.; Wiley: Hoboken, NJ, 2007, pp 123-􀀐128. (Review).

9. Dilger, A. K.; Gopalsamuthiram, V.; Burke, S. D. J. Am. Chem. Soc. 2007, 129, 16273-􀀐16277.

10. Flack, K.; Kitagawa, K.; Pollet, P.; Eckert, C. A.; Richman, K.; Stringer, J.; Dubay, W.; Liotta, C. L. Org. Process Res. Dev. 2012, 16, 1301–1306.

11. Lenze, M.; Bauer, E. B. Chem. Commun. 2013, 49, 5889􀀐-5891.


编译自:Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, Meerwein–Ponndorf–Verley reduction,page 386-387.



您可能也对以下帖子感兴趣

文章有问题?点此查看未经处理的缓存