Hydroxy-functionalized conjugated nitroolefins as immediate precursors of spiroketals. a new synthesis of 1,7-dioxaspiro[5.5]undecane and (E)-2-methyl-1,7-dioxaspiro[5.6]dodecane

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue 23, 1992, Pages 3159-3160

  Ballini, Roberto ^a   Petrini, Marino ^a  

^a Dipartimento di Scienze Chimiche   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 37049081628     PISSN: 14727781     EISSN: None     Source Type: Journal    
DOI: 10.1039/p19920003159     Document Type: Article

References (38)

1. F. Perron and K. F. Albizati, Chem. Rev., 1989, 89, 1617.
2. R. Baker, J. C. Head and C. J. Swain, J. Chem. Soc., Perkin Trans. 1, 1988, 85 and refs, cited therein.
3. S. J. Danishefsky, D. M. Armistead, F. E. Winkott, H. G. Selnik and R. Hungate, J. Am. Chem. Soc., 1987,109,8117 and refs, cited therein.
4. S. J. Danishefsky, H. G. Selnick, D. M. Armistead and F. E. Wincott, J. Am. Chem. Soc., 1987, 109, 8119 and refs, cited therein.
5. S. Hanessian, A. Ugolini, P. J. Hodges, P. Benlieu, D. Dube and C. Andre, Pure Appl. Chem., 1987, 59, 299 and refs, cited therein. Polyether Antibiotics, ed. J. W. Westley, Decker, New York 1983, vol. 2.
6. T. L. B. Boivin, Tetrahedron 1987, 43, 3309 and refs, cited therein.
7. Y. Ichikawa, M. Isobe, D. L. Bai and T. Gobo, Tetrahedron 1987, 43, 4737;
8. Y. Ichikawa, M. Isobe and T. Goto, Tetrahedron 1987, 43,4749;
9. Y. Ichikawa, M. Isobe, H. Masak, T. Kawai and T. Goto, Tetrahedron 1987, 43, 4759;
10. M. Isobe, Y. Ichikawa, D. L. Bai, H. Masaki and T. Goto, Tetrahedron 1987, 43, 4767.
11. S. D. Burke, J. E. Cobb and K. Takenchi, J. Org. Chem., 1985,50,3420.
12. K. Mori and M. Ikumara, Tetrahedron, 1987, 43, 45 and refs, cited therein.
13. K. Nakanishi, Natural Products Chemistry, 1974 vol. 1, pp. 476-484, Academic Press, New York.
14. Beetle pheromones: W. Francke, V. Heeman, B. Gerken, J. A. A. Renwick and J. P. Vite, Naturwissenschaften 1977, 64, 590;
15. K. Dettner and G. Z. Schwinger, Naturforsch., C: Biosci 1986, 41, 366;
16. J. Vite and W. Francke, Naturwissenschaften 1976, 63, 550.
17. Wasp pheromones: W. Francke, G. Hindorf and G. Reith, Naturwissenschaften 1979, 66, 618;
18. W. Francke, G. Hindorf and W. Reith, Angew. Chem., Int. Ed. Engl., 1978, 17, 862;
19. N. W. Davies and J. L. Madden, J. Chem. Ecol., 1985, 11, 115.
20. Fly pheromones: R. Baker and A. J. Bacon, Experientia, 1985,41, 1484;
21. R. Baker, R. Herbert, P. E. Howse, O. T. Jones, W. Francke and W. Reith, J. Chem. Soc., Chem. Commun., 1980, 52;
22. W. Kitching, J. A. Lewis, M. T. Fletcher, R. A. Drew, C. J. Moore and W. Francke, J. Chem. Soc., Chem. Commun., 1986, 853;
23. P. Gariboldi, L. Verotta and R. Fanelli, Experientia, 1983, 39, 502.
24. Bee pheromones: W. Francke, W. Reith, G. Bergstrom and J. Tengo, Z. Naturforsch, Biosci. 1981, 36, 928.
25. G. Bergstrom, J. Tengo, W. Reith and W. Francke, Z. Naturforsch, C: Biosci. 1982,37, 1124;
26. R. Isaksson, L. Liljefors and P. Reinholdsson, J. Chem. Soc., Chem. Commun., 1984, 137;
27. W. Francke, W. Reith, G. Bergstrom and J. Tengo, Naturwissenschaften 1980, 67, 149;
28. J. Tengo, G. Bergstrom, A. K. Borg-Karlson, I. Groth and W. Francke, Z. Naturforsch, Biosci. 1982,37, 376;
29. K. Mori and M. Katsurada, Liebig Ann. Chem., 1984, 157.
30. G. Rosini, R. Ballini, M. Petrini and E. Marotta, Angew. Chem., Int. Ed. Engl. 1986, 25, 941.
31. G. Rosini, R. Ballini and E. Marotta, Tetrahedron, 1989, 45, 5935.
32. R. Ballini, M. Petrini and G. Rosini, Tetrahedron, 1990, 46, 7531.
33. R. Ballini, R. Castagnani and M. Petrini, J. Org. Chem., 1992,57,2160.
34. P. Deslongchamps, Stereoelectronic Effects in Organic Chemistry, 1983, pp. 553, Pergamon Press, Oxford.
35. A. J. Kirby, The Anomeric Effect and Related Stereoelectronic Effects at Oxygen, 1983, pp. 4-26, Springer Verlag, Berlin, Heidelberg.
36. T. Kozluk, L. Cottier and G. Descotes, Tetrahedron, 1981, 37, 1875.
37. W. Kitching, J. A. Lewis, M. V. Perkins, R. Drew, C. J. Moore, V. Schurig, V. Konig and W. Francke, J. Org. Chem., 1989, 54, 3893.
38. C. Iwata, M. Fujita, T. Kuroki, K. Hattori, S. Uchida and K. Imanishi, Chem. Pharm. Bull. Jpn., 1988, 36, 3257.