Redox selective reactions of organo-silicon and -tin compounds

Journal of the Chemical Society - Dalton Transactions

Volumn , Issue 16, 1998, Pages 2589-2596

  Yoshida, Jun Ichi ^a   Nishiwaki, Keiji ^a  

^a KYOTO UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33646462101     PISSN: 03009246     EISSN: None     Source Type: Journal    
DOI: 10.1039/a803343i     Document Type: Review

References (68)

1. Silicon: E. W. Colvin, Silicon in Organic Synthesis, Butterworths, London, 1981;
2. W. P. Weber, Silicon Reagents for Organic Synthesis, Springer-Verlag, Berlin, 1983;
3. tin: M. Pereyre, J.-P. Quintard and A. Rahm, Tin in Organic Synthesis, Butterworths, London, 1986.
4. J. Yoshida, in Top. Curr. Chem., 1994, 170, 39;
5. J. Yoshida, T. Murata, S. Matsunaga, T. Maekawa, S. Shiozawa and S. Isoe, Rev. Heteroat. Chem., 1991, 5, 193;
6. J. Yoshida, Yuki Gosei Kagaku Kyokaishi, 1996, 53, 53.
7. C. Amatore, in Organic Electrochemistry, eds. H. Lund and M. M. Baizer, Marcel Dekker, New York, 1991, p. 11.
8. H. Bock, Angew. Chem., Int. Ed. Engl., 1989, 28, 1627;
9. J. C. Giordan, J. Am. Chem. Soc., 1983, 105, 6544;
10. T. G. Traylor, W. Hanstein, H. J. Berwin, N. A. Clinton and R. S. Brown, J. Am. Chem. Soc., 1971, 93, 5715;
11. R. S. Brown, D. F. Eaton, A. Hosomi, T. G. Traylor and J. M. Wright, J. Organomet. Chem., 1974, 66, 249.
12. I. Fleming, Frontier Orbitals and Organic Chemical Reactions, Wiley, New York, 1976;
13. T. A. Alberight, J. K. Burdett and M.-H. Whangbo, Orbital Interactions in Chemistry, Wiley, New York, 1985.
14. HYPERCHEM, release 5.0, Hypercube Inc.
15. J. Yoshida, T. Murata and S. Isoe, Tetrahedron Lett., 1986, 27, 3373;
16. J. Yoshida, T. Murta and S. Isoe, Tetrahedron Lett., 1987, 28, 211;
17. H. Schäfer, D. Hermeling and K. H. Lange, Spring Meeting of the Electrochemical Society, Cincinnati, OH, Extend Abstracts, 1984, p. 441;
18. T. Koizumi, T. Fuchigami and T. Nonaka, Chem. Express, 1986, 1, 355;
19. T. Koizumi, T. Fuchigami and T. Nonaka, Bull. Chem. Soc. Jpn., 1989, 62, 219.
20. H. Bock and W. Kaim, J. Am. Chem. Soc., 1980, 102, 4429;
21. M. Kira, H. Nakazawa and H. Sakurai, Chem. Lett., 1985, 1845.
22. M. Ochiai, M. Arimoto and E. Fujita, Tetrahedron Lett., 1981, 22, 4491;
23. K. Ohga and P. S. Marianao, J. Am. Chem. Soc., 1982, 104, 617;
24. T. Fujii, T. Hirao and Y. Ohshiro, Tetrahedron Lett., 1993, 34, 5601;
25. K. Mizuno, M. Ikeda and Y. Otsuji, Tetrahedron Lett., 1985, 26, 461;
26. K. Mizuno, K. Terasaka, M. Yasueda and Y. Otsuji, Chem. Lett., 1988, 145;
27. K. Mizuno, M. Ysasueda and Y. Otsuji, Chem. Lett., 1988, 229;
28. E. Baciocchi, T. Del Giacco, C. Rol and G. V. Sebastiani, Tetrahedron Lett., 1989, 30, 3573.
29. J. Yoshida, T. Murata and S. Isoe, J. Organomet. Chem., 1988, 345, C23;
30. J. Yoshida, S. Matsunaga and S. Isoe, Tetrahedron Lett., 1989, 30, 219;
31. J. Yoshida, S. Matsunaga, T. Murata and S. Isoe, Tetrahedron, 1991, 47, 615;
32. J. Yoshida, H. Tsujishima, K. Nakano and S. Isoe, Inorg. Chim. Acta, 1994, 220, 129.
33. (a) J. Yoshida and S. Isoe, Chem. Lett., 1987, 631;
34. (b) B. E. Cooper and W. J. Owen, J. Organomet. Chem., 1971, 29, 33.
35. J. Yoshida and S. Isoe, Tetrahedron Lett., 1987, 28, 6621, see also ref. 11(b).
36. J. Yoshida, T. Maekawa, T. Murata, S. Matsunaga and S. Isoe, J. Am. Chem. Soc., 1990, 112, 1962.
37. K. Nishiwaki and J. Yoshida, Chem. Lett., 1996, 171.
38. E. Block, A. J. Yencha, M. Aslam, V. Eswarakrishnan, J. Luo and A. Sano, J. Am. Chem. Soc., 1988, 110, 4748;
39. M. Kira, H. Nakazawa and H. Sakurai, Chem. Lett., 1986, 497.
40. J. Yoshida, S. Matsunaga and S. Isoe, Tetrahedron Lett., 1989, 30, 219;
41. J. Yoshida, S. Matsunaga, T. Murata and S. Isoe, Tetrahedron, 1991, 47, 615;
42. J. Yoshida, T. Maekawa, Y. Morita and S. Isoe, J. Org. Chem., 1992, 57, 1321;
43. K. Suda, K. Hotoda, J. Watanabe, K. Shiozawa and T. Takanami, J. Chem. Soc., Perkin Trans. 1, 1992, 1283;
44. K. Suda, K. Hotoda, F. Iemuro and T. Takanami, J. Chem. Soc., Perkin Trans. 1, 1993, 1553.
45. M. A. Brumfield, S. L. Quillen, U. C. Yoon and P. S. Mariano, J. Am. Chem. Soc., 1984, 106, 6855;
46. E. Hasegawa, W. Xu, P. S. Mariano, U.-C. Yoon and J.-U. Kim, J. Am. Chem. Soc., 1988, 110, 8099.
47. J. Yoshida, S. Matsunaga and S. Isoe, Tetrahedron Lett., 1989, 30, 5293;
48. J. Yoshida, M. Itoh, S. Matsunaga and S. Isoe, J. Org. Chem., 1992, 57, 4877;
49. K. Mochida, S. Okui, K. Ichikawa, O. Kanakubo, T. Tsuchiya and K. Yamamoto, Chem. Lett., 1986, 805.
50. P. C. B. Page, S. S. Klair and S. Rosenthal, Chem. Soc. Rev., 1990, 19, 147;
51. A. G. Brook, Acc. Chem. Res., 1974, 7, 77;
52. A. Ricci and A. Degl'Innocenti, Synthesis, 1989, 647.
53. J. A. Miller and G. Zweifel, Synthesis, 1981, 288;
54. J. A. Miller and G. Zweifel, J. Am. Chem. Soc., 1981, 103, 6217.
55. J. Yoshida, Y. Ishichi, K. Nishiwaki, S. Shiozawa and S. Isoe, Tetrahedron Lett., 1992, 33, 2599;
56. R. S. Glass, A. M. Radspinner and W. P. Singh, J. Am. Chem. Soc., 1992, 114, 4921.
57. H. J. Schafer, Angew. Chem., Int. Ed. Engl., 1981, 20, 911.
58. J. Yoshida, M. Itoh and S. Isoe, J. Chem. Soc., Chem. Commun., 1993, 547;
59. J. Yoshida, Y. Morita, M. Itoh and S. Isoe, Tetrahedron Lett., 1994, 35, 5247;
60. J. Yoshida, M. Itoh, Y. Morita and S. Isoe, J. Chem. Soc., Chem. Commun., 1994, 549;
61. J. Yoshida, Y. Ishichi and S. Isoe, J. Am. Chem. Soc., 1992, 114, 7594;
62. J. Yoshida, K. Takada, Y. Ishichi and S. Isoe, J. Chem. Soc., Chem. Commun., 1994, 2361.
63. K. Narasaka, T. Okauchi and N. Arai, Chem. Lett., 1992, 1229;
64. J. Yamaguchi, Y. Takagi, A. Nakayama, T. Fujiwara and T. Takeda, Chem. Lett., 1991, 133.
65. A. Hosomi and T. G. Traylor, J. Am. Chem. Soc., 1975, 97, 3682.
66. J. Yoshida, T. Teramoto, K. Nishiwaki and S. Isoe, The Abstract of 16th Symposium on Electroorganic Chemistry, Tokyo, 1994, 83.
67. K. Nishiwaki and J. Yoshida, Chem. Lett., 1996, 787;
68. J. M. Proter, X. Xuan, B. Blackman, D. Hsu and A. J. Fry, Tetrahedron Lett., 1997, 38, 7147.