Calcium metal in liquid ammonia for selective reduction of organic compounds

Journal of Organic Chemistry

Volumn 61, Issue 4, 1996, Pages 1493-1498

  Hwu, Jih Ru ^a,b   Wein, Y S ^a   Leu, Yi Jing ^a  

^a NATIONAL TSING HUA UNIVERSITY   (Taiwan)

^b INSTITUTE OF CHEMISTRY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000159202     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo951219c     Document Type: Article

References (33)

1. (a) Rabideau, P. W.; Marcinow, Z. In Organic Reactions; Paquette, L A., Ed.; John Wiley: New York, 1992; Vol. 42, Chapter 1.
2. (b) Reference la, p 5.
3. Rabideau, P. W. Tetrahedron 1989, 45, 1579.
4. Johnstone, R. A. W.; Wilby, A. H. Chem. Rev. 1985, 85, 129.
5. Kaiser, E. M. Synthesis 1972, 391 and references cited therein.
6. Dye, J. L.; DeBacker, M. G.; Nicely, V. A. J. Am. Chem. Soc. 1970, 92, 5226.
7. Benkeser, R. A.; Laugal, J. A.; Rappa, A. Tetrahedron Lett. 1984, 25, 2089.
8. Benkeser, R. A.; Belmonte, F. G.; Rang, J. J. Org. Chem. 1983, 48, 2796.
9. Hwu, J. R.; Chua, V.; Schroeder, J. E.; Barrans, R. E., Jr.; Khoudary, K. P.; Wang, N.; Wetzel, J. M. J. Org. Chem. 1986,51, 4731.
10. Benkeser, R. A.; Belmonte, F. G. J. Org. Chem. 1984, 49, 1662.
11. van Tamelen, E. E.; Hwu, J. R. J. Am. Chem. Soc. 1983, 105, 2490.
12. Zhou, J.; Lu, G.; Huang, X.; Wu, S. Synth. Commun. 1991, 21, 435.
13. Benkeser, R. A.; Rappa, A.; Wolsieffer, L. A. J. Org. Chem. 1986, 51, 3391.
14. Hwu, J. R.; Furth, P. S. J. Am. Chem. Soc. 1989, 111, 8842.
15. Doumaux, A. R. J. Org. Chem. 1972, 37, 508.
16. Hwu, J. R.; Wetzel, J. M.; Lee, J. S.; Butcher, R. J. J. Organomet. Chem. 1993, 453, 21.
17. Hwu, J. R.; Wetzel, J. M. J. Org. Chem. 1992, 57, 922.
18. Pleskov, V. A. Zh. Fiz. Khim. 1937, 9, 12; Acta Physicochim. URSS 1937, 6, 1.
19. Pleskov, V. A. Zh. Fiz. Khim. 1937, 9, 12; Acta Physicochim. URSS 1937, 6, 1.
20. CRC Handbook of Chemistry and Physics, 67th ed.; Weast, R. C., Ed.; CRC; Boca Raton, FL, 1986-1987; p D-152.
21. Antelman, M. S.; Harris, F. J. Jr. The Encyclopedia of Chemical Electrode Potentials; Plenum: New York, 1982; p 102 and 103.
22. Burkard, S.; Borschberg, H.-J. Helv. Chim. Acta 1989, 72, 254.
23. Caine, D. In Organic Reactions; William, G. D., Ed.; John Wiley: New York, 1976; Vol. 23, Chapter I and references cited therein.
24. Marcinow, Z.; Rabideau, P. W. J. Org. Chem. 1988, 53, 2117.
25. Remers, W. A.; Gibs, G. J.; Pidacks, C.; Weiss, M. J. J. Org. Chem. 1971, 36, 279.
26. Subba Rao, G. S. R.; Shyama Sundar, N. J. Chem. Soc., Perkin Trans, 1 1982, 875.
27. Tokuyama, M. J. Pharm. Soc. Jpn. 1954, 74, 1404.
28. Haufler, R. E.; Conceicao, J.; Chibante, L. P. F.; Chai, Y.; Byrne, N. E.; Flanagan, S ; Haley, M. M.; O'Brien, S. C.; Pan, C.; Xiao, Z.; Billups, W. E.; Ciufolini, M. A.; Hauge, R. H.; Margrave, J. L.; Wilson, L. J.; Curl, R. F.; Smalley, R. E. J. Phys. Chem. 1990, 94, 8634.
29. Banks, M. R.; Dale, M. J.; Gosney, I.; Hodgson, P. K. G.; Jennings, R. C. K.; Jones, A. C.; Lecoultre, J., Langridge-Smith, P. R. R.; Maier, J. P.; Scrivens, J. H.; Smith, M. J. C.; Smyth, C. J.; Taylor, A. T.; Thorburn, P.; Webster, A. S. J. Chem. Soc., Chem. Commun. 1993, 1149.
30. Sinclair, S.; Jorgensen, W. L. J. Org. Chem. 1994, 59, 762.
31. Compounds are available from Aldrich Chemical Co.
32. Billman, J. H.; Tonnis, J. A. J. Pharm. Sci. 1971, 60, 1188.
33. Kaul, C. L.; Lal, J. B. Chem. Abstr. 1958, 52, 20017a,