Corey–Seebach反应

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二噻烷作为亲核试剂,反应生成增加一个羰基的产物,此反应是著名的极性反转的例子。

反应机理:


反应实例:



参考文献:

1. Corey, E. J.; Seebach, D. Angew. Chem., Int. Ed. 1965, 4, 1075, 1077. Dieter Seebach

is a professor at ETH in Zürich, Switzerland.

2. Corey, E. J.; Seebach, D. J. Org. Chem. 1966, 31, 4097.

3. Seebach, D.; Jones, N. R.; Corey, E. J. J. Org. Chem. 1968, 33, 300.

4. Seebach, D.; Corey, E. J. Org. Synth. 1968, 50, 72.

5. Seebach, D.; Corey, E. J. J. Org. Chem. 1975, 40, 231.

6. Stowell, M. H. B.; Rock, R. S.; Rees, D. C.; Chan, S. I. Tetrahedron Lett. 1996, 37,

307.

7. Hassan, H. H. A. M.; Tamm, C. Helv. Chim. Acta 1996, 79, 518.

8. Lee, H. B.; Balasubramanian, S. J. Org. Chem. 1999, 64, 3454.

9. Bräuer, M.; Weston, J.; Anders, E. J. Org. Chem. 2000, 65, 1193.


编译自:Name Reactions (A Collection of Detailed Reaction Mechanisms), Jie Jack Li, Corey–Seebach reaction,page 166-167.

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