臺灣博碩士論文加值系統

針對本實驗室所合成具有磺酸基取代的不對稱環戊醯亞胺進行位置選擇性還原反應的結果，進而合成二氫�紳r酮，並探討其化學特性以及應用性。

In this report, we described a general method which could regioselectively reduce the carbonyl group on 3-sulfonyl glutarimides and lead to the corresponding hydroxy piperidones (hydroxy lactams) and further converted to 3,4-dihydro-5-tosylpyridin-2-ones .

一、 前言……………………………………………1
二、 結果與討論…………………………………..13
三、 結論與展望…………………………………..33
四、 實驗部分……………………………………..36
五、 參考文獻……………………………………..87

1. Torssell, K. B. G. Natural Product Chemistry; Wiley; New York, 1983; pp264-318.

2. Hubert, J. C.; Speckamp, W. N.; Huisman, H. O. Tetrahedron Lett., 1972, 13, 4493.
3. Tagmann, E.; Sury, E.; Hoffmann, K. Helv. Chim. Acta, 1954, 37, 185.

4. Wijnberg, J. B. P. A.; Schoemaker, H. E.; Speckamp, W. N., Tetrahedron, 1978, 34, 179.

5. Speckamp, W. N.; Dijkink, J.; Pasman, P.; Hubert, J. C. Z, Naturforsch., 1978, 33B, 127.

6. Speckamp, W. N.; Hiemstra, H. Tetrahedron, 1985, 41, 4367.

7. de Boer, J. J. J. Ph.D. Dissertation, University of Amsterdam, 1981.

8. Kim, M. Y.; Starrett, J. E.; Jr.; Weinreb, S. M. J. Org. Chem., 1981, 46, 5383.

9. Winterfeldt, E. Synthesis, 1975, 617.

10. Wanner, M. J.; Koomen, G. -J. J. Org. Chem., 1994, 59, 7479.

11. Estiarte, M. A.; de Souza, M. V. N.; del Rio, X.; Dodd, R. H.; Rubiralta, M.; Diez, A. Tetrahedron, 1999, 55, 10173.

12. Ducrot, P.; Thal, C. Tetrahedron Lett., 1999, 40, 9037.

1 3. Heaney, H.; Taha, M. O. Tetrahedron Lett., 2000, 41, 1993.

14. (a) Jiang, J. B.; Urbansku, M. J. Tetrahedron Lett., 1985, 26, 259. (b) Green, D. L C.; Thompson, C. M. Tetrahedron Lett., 1991, 32, 5051. (c) Paulvannan, K.; Stille, J. R. Tetrahedron Lett., 1993, 34, 6672. (d) Calvez, O.; Chiaroni, A.; Langlois, N. Tetrahedron Lett., 1998, 39, 9447. (e) Grigg, R.; Lansdell, M. I.; Thornton-Pett, M. Tetrahedron Lett., 1999, 55, 2025.

1 5. Chang, M. -Y.; Chang, B. -R.; Tai, H. -M.; Chang, N. -C. Tetrahedron Lett., 2000, 41, 10273.

1 6. Hubert, J. C.; Wijnberg, J. B. P. A.; Speckamp, W. N. Tetrahedron, 1975, 31, 1437.

17. (a) Marcotte, S.; Pannecoucke, X.; Feasson, C.; Quirion, J C. J. Org. Chem., 1999, 64, 8461. (b) Padwa, A.; Heidelbaugh, T. M.; Kuethe, J. T. J. Org. Chem., 2000, 65, 2368.