Stereocontrol in organic synthesis using silicon-containing compounds. Syntheses of (±)-2-deoxyribonolactone and (±)-arabonolactone

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 17, 1998, Pages 2711-2720

  Fleming, Ian ^a   Ghosh, Sunil K ^a  

^a Department of Chemistry ^*  (United Kingdom)

Author keywords

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Indexed keywords

EID: 1942503879     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a804282i     Document Type: Article

References (39)

1. A. Barbero, D. C. Blakemore, I. Fleming and R. N. Wesley, J. Chem. Soc., Perkin Trans. 1, 1997, 1329.
2. M. Ahmar, C. Duyck and I. Fleming, J. Chem. Soc., Perkin Trans. 1, 1998, 2721.
3. I. Fleming and S. K. Ghosh, J. Chem. Soc., Chem. Commun., 1992, 1775 and 1777.
4. J. Inanaga, Y. Handa, T. Tabuchi, K. Otsubo, M. Yamaguchi and T. Hanamoto Tetrahedron Lett., 1991, 32, 6557.
5. A. Cabrera and H. Alper, Tetrahedron Lett., 1992, 33, 5007.
6. K. Takeshita, Y. Seki, K. Kawamoto, S. Murai and N. Sonoda, J. Org. Chem., 1987, 52, 4864.
7. N. Abd.Rahman, I. Fleming and A. B. Zwicky, J. Chem. Res. (S), 1992, 292;
8. J. Chem. Res. (M), 1992, 2401.
9. A. P. Krapcho, Synthesis, 1982, 805.
10. O. Mitsunobu, Synthesis, 1981, 1.
11. I. Fleming, R. Henning, D. C. Parker, H. E. Flaut and P. E. J. Sanderson, J. Chem. Soc., Perkin Trans. 1, 1995, 317.
12. F. A. Davis and A. C. Sheppard, Tetrahedron, 1989, 45, 5703.
13. K. Bock, I. Lundt and C. Pedersen, Acta Chem. Scand., Sect. B, 1981, 35, 155.
14. B. Rague, Y. Chapleur and B. Castro, J. Chem. Soc., Perkin Trans. 1, 1982, 2063.
15. B. J. Pradhan, PhD Thesis, Cambridge, 1996.
16. R. P. C. Cousins and N. S. Simpkins, Tetrahedron Lett., 1989, 30, 7241;
17. C. M. Cain, R. P. C. Cousins, G. Coumbarides and N. S. Simpkins, Tetrahedron, 1990, 46, 523;
18. P. J. Cox and N. S. Simpkins, Synlett, 1991, 321.
19. P. F. Hudrlik, A. M. Hudrlik, G. Nagendrappa, T. Yimenu, E. T. Zellers and E. Chin, J. Am. Chem. Soc., 1980, 102, 6894 with a correction J. Am. Chem. Soc., 1982, 104, 1157;
20. P. F. Hudrlik, A. M. Hudrlik, T. Yimenu, M. A. Waugh and G. Nagendrappa, Tetrahedron, 1988, 44, 3791.
21. G. Procter, A. T. Russell, P. J. Murphy, T. S. Tan and A. N. Mather, Tetrahedron, 1988, 44, 3953.
22. M. T. Reetz, Angew. Chem., Int. Ed. Engl., 1972, 11, 129.
23. B. Capon and S. P. McManus, Neighbouring Group Participation, Vol. 1, Plenum, New York, 1976.
24. M. Suginome, A. Takama and Y. Ito, J. Am. Chem. Soc., 1998, 120, 1930.
25. I. Fleming, Chemtracts, Org. Chem., 1993, 6, 113;
26. J. B. Lambert, J. Organomet. Chem., 1996, 521, 203;
27. J. B. Lambert and Y. Zhao, J. Am. Chem. Soc., 1996, 118, 7867.
28. J. E. Baldwin, J. Chem. Soc., Chem. Commun., 1976, 734.
29. N. Shimizu, S. Imazu, F. Shibata and Y. Tsuno, Bull. Chem. Soc. Jpn., 1991, 64, 1122.
30. D. W. Lewis and G. C. Gainer, J. Am. Chem. Soc., 1952, 74, 2931.
31. G. Solladié and C. Hamdouchi, Synthesis, 1991, 979.
32. T. Imamoto and M. Ono, Chem. Lett., 1987, 501.
33. I. Ojima and M. Kumagai, J. Organomet. Chem. 1976, 111, 43.
34. A. P. Krapcho and A. J. Lovey, Tetrahedron Lett., 1973, 957.
35. Y. Kita, O. Tamura, F. Itoh, H. Yasuda, H. Kishino, Y. Y. Ke and Y. Tamura, J. Org. Chem., 1988, 53, 554.
36. F. A. Davis, L. C. Vishwakarma, J. M. Billmers and J. Finn, J. Org. Chem., 1984, 49, 3241.
37. F. A. Davis, J. Lamendola Jr., U. Nadir, E. W. Kluger, T. C. Sedergran, T. W. Panunto, R. E. Billmers, R. Jenkins Jr., I. J. Turchi, W. H. Watson, J. S. Chen and M. Kimura, J. Am. Chem. Soc., 1980, 102, 2000;
38. R. Albrecht, G. Kresze and B. Malkar, Chem. Ber., 1964, 97, 483;
39. F. A. Davis and O. D. Stringer, J. Org. Chem., 1982, 47, 1774.