Exploration of the [3 + 2] Cycloaddition Reaction between Allylstannanes and α,β-Unsaturated Acyliron Complexes

Synlett

Volumn 1991, Issue 1, 1991, Pages 1-10

  Herndon, James W ^a   Wu, Chao ^a   Harp, Jill J ^a   Kreutzer, Kristina A ^a  

^a UNIVERSITY OF MARYLAND   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 85022722652     PISSN: 09365214     EISSN: 14372096     Source Type: Journal    
DOI: 10.1055/s-1991-20610     Document Type: Article

References (63)

1. Heradon, J.W. J. Am. Chem. Soc. 1987,109, 3165.
2. Hemdon, J.W.; Wu, C; Harp, J.J. Organometallics 1990, 9, in press.
3. Cutler, A.; Ehntholt, D.; Giering, W.P.; Lennon, P.; Raghu, S.; Roasn, A.; Roscnblum, M.; Tancrede, J.; Wells, D. J. Am. Chem. Soc. 1976, 98, 3495.
4. Bucheister, A.; Klemarczyk, R; Rosenblum, M. Organometallics 1982, 1, 1679.
5. Raseta, M.E.; Cawood, S. A.; Welker, M. E.; Rheingold, A.L. J. Am. Chem. Soc. 1989, 111, 8268.
6. William, J.R; Wojcicki, A. Inorg. Chem. 1977, 16, 3116.
7. Lee, G.-H.; Peng, S.-M.; Yang, G.-M.; Lush, S.-F.; Liu, R.S. Organometallics 1989,8,1106.
8. Danheiser, R.L.; Carini, D.J.; Fink, D.M.; Basak, A. Tetrahedron 1983,39, 935.
9. Maruyama, K.; Matano, Y. Bull. Chem. Soc. Jpn. 1989, 62, 3877.
10. Knolker, H.-J.; Jones, R.G.; Pannek, J.-B. Syrdett, 1990,429.
11. Semmelhack, M.F; Hemdon, J.W.; Liu, J.K. Organometallics 1983, 2, 1885.
12. Collman, J.R Acc. Chem. Res. 1975, 8, 342.
13. McMurry, J.E.; Andrus, A. Tetrahedron Lett. 1980, 25,4687.
14. Mcrour, J. Y.; Roustan, J.L.; Charrier, C; Collin, J.; Benaim, J. J. Organometal. Chem. 1973,51, C24.
15. Shvo, Y.; Hazum, E. J. Chem. Soc, Chem. Commm. 1974, 336.
16. Alexander, J.J.; Wojcicki, A. Inorg. Chim. Acta 1971,5, 655.
17. Green, M.L.H.; Smith, M.J. J. Chem. Soc. A 1971, 3220.
18. Johnson, R.W.; Pearson, R.G. J. Chem. Soc. Chem. Commun. 1970,986.
19. Hemdon, J.W.; Wu, C. Tetrahedron Lett. 1989, 30, 5745.
20. Wardell, J.E. In Chemistry of Tin: Harrison, R.G., Ed.; Chapman and Hall: New York, 1989; pp. 169-182.
21. Still, W.C. J. Am. Chem. Soc. 1977, 99, 4836.
22. Nicolaou, K.C.; Claremon, D.A.; Bamette, W.E.; Seitz, S.R J. Am. Chem. Soc. 1979, 101, 3704.
23. Peterson, D.J.; Robbins, M.D. Tetrahedron Lett. 1972,2135.
24. Fleming, J.; Urch, C.J. Tetrahedron Lett. 1983, 24, 4591.
25. Johnson, C.R.; Kadow, J.R J. Org. Chem. 1988, 52, 1493.
26. MacDonald, X.L.; Delahunty, C. M.; Mead, K.; O'Dell, D.E. Tetrahedron Lett. 1989, 30,1473.
27. Boue, S.; Gielen, M.; Nasielski, J.; Lieutenant, J.-R; and Spielmann, R. Bull. Soc. Chem. Belg. 1969, 78, 135.
28. Gielen, M. Acc. Chem. Res. 1973, 6, 198.
29. Greene, A.E.; Charbonnier, F. Tetrahedron Lett. 1985, 26, 5525.
30. Hassal, C.H. Org. React. 1957, 9, 73.
31. Tamao, K.; Kakui, T.; Akita, M.; Iwahara, T; Kanatani, R.; Yoshida, J.; Kumada, M. Tetrahedron 1983,39,983.
32. Fleming, I.; Sanderson, P.E.J. Tetrahedron Lett. 1987, 28, 4229.
33. Hemdon, J.W.; Wu, C. Tetrahedron Lett. 30, 6461.
34. Ochiai, M.; Iwaki, S.; Ukita, T.; Matsuura, Y; Shiro, M.; Nagao, Y. J. Am. Chem. Soc. 1988, 110, 4606.
35. Maruyama, E.; Uematsu, M.; Nishio, H.; Sato, T. Tetrahedron Lett. 1984, 25, 313.
36. Hemdon, J.W; Harp, J.J. J. Organometal. Chem. 1990, 393, C1.
37. Fleming, I.; Rowley, M. Tetrahedron 1986, 42, 3181.
38. Hemdon, J.W. J. Org. Chem. 1986,51,2853.
39. Kuivila, H.G.; Considinc, J.L.; Sarma, R.H.; Mynott, R.J. J. Organomet. Chem. 1976, III, 179.
40. Melchiorre, C; Gianella, M.; Giardira, D.; Gualtieri, R Synth. Commm. 1975,5, 95.
41. Gualtieri, F; Angeli, R; Giannella, M.; Melchiorre, C. Synth. Commtm. W16, 6, 63.
42. Rei, M.-H. J. Org. Chem. 1978, 43, 211.
43. Harada, T; Akiba, E.; Tsujimoto, K.; Oku, A. Tetrahedron Lett. 1985, 26,4483.
44. Miyano, M.; Dora, C.R.; Mueller, R. A. J. Org. Chem. 1972, 37, 1810.
45. Miyano, M.; Dora, C.R. J. Org. Chem. 37,1818.
46. Davies, S.G.; Walker, J.C. J. Chem. Soc. Chem. Commun. 1986,609.
47. Kitching, W.; Laycock, B.; Maynard, I.; Penman, K. J. Chem. Soc., Chem. Commun. 1986, 954.
48. Denmark, S.E.; Weber, E.J.; Wilson, T.M.; Wilson, T.M. Tetrahedron 1989,45,1053.
49. Hemdon, J.W.; Wu, C. Synktt. 1990, 411.
50. Lambert, J. B.; Wang, J.; Teramura, D. H. J. Org. Chem. 1988, 53, 5422.
51. Traylor, T.G.; Berwin, H.J.; Jerkunica, J.M.; Hall, M.L. Piwe Appl. Chem. 1972, 30, 599.
52. Murdock, K.C.; Angier, R.B. J. Org. Chem. 1962, 27, 2395.
53. Hall, H.K., Jr. Macromolecules 1971, 4,139.
54. Ayer, W.A.; Saeedi-Ghomi, M.H.; van Engen, D.; Taglc, B.; Ciardy, J.C. Tetrahedron. Suppl. 1981, 37, 379.
55. Paquette, L.A.; Lin, H.; Gunn, B.P.; Coghlan, M.J. J. Am. Chem. Soc. 1988, 110, 5818.
56. Powell, R.G.; Smith, C.R., Jr.; Weisleder, D.; Muthard, D.A.; Ciardy, J.C. J. Am. Chem. Soc. 1979,101, 2874.
57. Battaro, J.C; Berchtold, G. A. J. Org. Chem. 1980,45,1176.
58. Wanner, M.J.; Koomen, G.J.; Pandit, U.K. Tetrahedron 1982, 38, 2741.
59. Tomioka, K.; Koga, K. Tetrahedron 1988, 44, 4351.
60. Kende, A.S.; Demuth, TP Tetrahedron Lett. 1980, 21, 715.
61. Tomioka, K.; Koga, K. Tetrahedron Lett. 1980, 21, 2321.
62. Iwao, M.; Kuraishi, T Tetrahedron Lett. 1983, 24, 2649.
63. Wada, M.; Nishihara, Y.; Akiba, K. Tetrahedron Lett. 1985, 26, 3262.