Remarkably easy oxidation of alkylzinc reagents in their reactions with electrophiles to produce alkoxylated instead of the expected alkylated products

Heterocycles

Volumn 55, Issue 8, 2001, Pages 1467-1486

  Katritzky, Alan R ^a   Luo, Zhushou ^a  

^a University of Florida ^*  (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0042376028     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/com-01-9232     Document Type: Article

References (47)

1. nd ED.
2. J. P. Fouassier, Photoinitiation, Photopolymerization and Photocuring, Hanser Publishers, 1995.
3. C. Roffey, Photogeneration of Reactive Species for UV Curing, John Wiley & Sons, 1997.
4. H. F. Gruber, Prog. Polym. Sci., 1992, 17, 953.
5. D. Ruhlrnann and J. P. Fouassier, European Polymer J., 1992, 28, 287.
6. J. P. Fouassier, Radiation Curing in Polymer Science and Technology, Vol. 2, Elsevier 1993.
7. E. Abele, Chem. Heterocycl. Compd., 1994, 30, 275.
8. Y. L. Pascal, Ann. Chim., 1968, 3, 245.
9. L. Felder, R. Kirchmayr, and R. Hüsler, (Ciba-Geigy AG), Eur. Pat. Appl. EP 3002 (Cl. C08F2/50), 11 Jul. 1979, 64pp (Chem. Abstr. 1980, 92, 94889w).
10. R. Liska, S. Knaus, and J. Wendrinsky, Nucl. Instr. and Meth. in Phys. Res. B, 1999, 151, 290.
11. C. H. Rahn, D. M. Sand, Y. Wedmid, H. Schlenk, T. P. Krick, and R. L. Glass, J. Org. Chem., 1979, 44, 3420.
12. S. Clementi, F. Fringuelli, P. Linda, G. Marino, G. Savelli, and A. Taticchi, J. Chem. Soc., Perkin Trans. 2, 1973, 2097
13. G. Cahiez, P. Y. Chavant, and E. Metais, Tetrahedron Lett., 1992, 33, 5245.
14. G. Cahiez and M. Alami, Tetrahedron, 1989, 45, 4163.
15. A. G. Myers and T. Yoon, Tetrahedron Lett., 1995, 36, 9429.
16. B. J. Barnes, P. J. Newcombe, and R. K. Norris, Aust. J. Chem., 1983, 36, 963.
17. T. Sugimura, A. Tai, and K. Koguro, Tetrahedron, 1994, 50, 11647.
18. R. Baker, I. F. Cottrell, P. D. Ravenscroft, and C. J. Swain, J. Chem. Soc., Perkin Trans. 1, 1985, 2463.
19. Y. Fukuyama, Y. Kawashima, T. Miwa, and T. Tokoroyama, Synthesis, 1974, 443.
20. T. Sugimura, K. Koguro, and A. Tai, Tetrahedron Lett., 1993, 34, 509.
21. Wm. W. Levis, (Pennsylvania Salt Mfg. Co), US 2773882, 11. Dec. 1956 (Chem. Abstr. 1957, 51, 8803i).
22. W. E. Truce and E. Wellisch, J. Am. Chem. Soc., 1952, 74, 5177.
23. V. Ramanathan and R. Levine, J. Org. Chem., 1962, 27, 1216.
24. J. Moens and G. Smets, J. Polym. Sci., 1957, 23, 931.
25. W. Leung and E. LeGoff, Synth. Comm., 1989, 19, 787.
26. K. F. Bernady, M. B. Floyd, J. F. Poletto, and M. J. Weiss, J. Org. Chem., 1979, 44, 1438.
27. E. J. Corey, H. Niwa, and J. Knolle, J. Am. Chem. Soc., 1978, 100, 1942.
28. R. D. Johnston, C. R. Marston, P. E. Krieger, and G. L. Goe, Synthesis, 1988, 393.
29. L. Camici, P. Dembech, A. Ricci, G. Seconi, and M. Taddei, Tetrahedron, 1988, 44, 4197.
30. E. Profft, Chem. Ztg., 1958, 82, 295.
31. S. Gronowitz, Arkiv. Kemi, 1954, 7, 361 (Chem. Abstr., 1955, 49, 13216b).
32. S. Gronowitz, Arkiv. Kemi, 1954, 7, 361 (Chem. Abstr., 1955, 49, 13216b).
33. M. Kakushima, P. Hamel, R. Frenette, and J. Rokach, J. Org. Chem., 1983, 48, 3214 .
34. G. A. Olah, Friedel-Crafts and Related Reactions, Interscience, New York, 1964, Vol. 1-4.
35. G. H. Cooper, J. Org. Chem., 1971, 36, 2897.
36. K. C. Nicolaou, D. A. Claremon, and D. P. Papahatjis, Tetrahedron Lett., 1981, 22, 4647.
37. G. R. Martinez, P. A. Grieco, and C. V. Srinivasan, J. Org. Chem., 1981, 46, 3760.
38. G. P. Bean, J. Heterocycl. Chem., 1965, 2, 473.
39. A. J. Castro, J. R. Lowell, J. P. Marsh, R. X. Xu, N. Le, N. J. Gogan, R. McDonald, and L. G. Edwards, J. Heterocyc. Chem., 1964, 1, 207.
40. W. Tschelinzeff and A. Terentjeff, Ber., 1914, 47, 2647.
41. H. J. Anderson and C. E. Loader, Can. J. Chem., 1985, 63, 896.
42. E. P. Papadopoulos and N. F. Haidar, Tetrahedron Lett., 1968, 1721.
43. R. Settambolo, R. Lazzaroni, T. Messeri, M. Mazzetti, and P. Salvadori, J. Org. Chem., 1993, 58, 7899.
44. L. B. Volodarskii, I. A. Grigor'ev, L. N. Grigor'eva, I. A. Kirilyuk, and S. A. Amitina, J. Org. Chem. USSR, 1985, 21, 401 (Chem. Abstr., 1985, 103, 160440s), Zh. Org. Chim., 1985, 21, 443.
45. L. B. Volodarskii, I. A. Grigor'ev, L. N. Grigor'eva, I. A. Kirilyuk, and S. A. Amitina, J. Org. Chem. USSR, 1985, 21, 401 (Chem. Abstr., 1985, 103, 160440s), Zh. Org. Chim., 1985, 21, 443.
46. L. B. Volodarskii, I. A. Grigor'ev, L. N. Grigor'eva, I. A. Kirilyuk, and S. A. Amitina, J. Org. Chem. USSR, 1985, 21, 401 (Chem. Abstr., 1985, 103, 160440s), Zh. Org. Chim., 1985, 21, 443.
47. E. Lukevics, V. N. Gevorgyan, Y. S. Goldberg, and M. V. Shimanskaya, J. Organometall. Chem., 1984, 263, 283.