Two syntheses of dispiro[2.1.3.2]decane

Organic Letters

Volumn 1, Issue 7, 1999, Pages 1081-1082

  Baldwin, John E ^a   Shukla, Rajesh ^a  

^a SYRACUSE UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000103728     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol990195j     Document Type: Article

References (29)

1. (a) Magrill, D. S.; Altman, J.; Ginsburg, D. Isr. J. Chem. 1969, 7, 479-482.
2. (b) De Meijere, A. Chem. Ber. 1974, 107, 1684-1701.
3. (c) Kaufmann, D.; De Meijere, A. Chem. Ber. 1983, 116, 833-837.
4. (d) Spanget-Larsen, J.; Gleiter, R.; Gubernator, K. J. Org. Chem. 1982, 47, 3082-3089.
5. (a) Buchta, E.; Kröniger, A. Chimia 1969, 23, 225-229.
6. (b) Lambert, J. B.; Gosnell, J. L.; Bailey, D. S.; Greiferstein, L. G. J. Chem. Soc. D 1970, 1004.
7. (c) Lambert, J. B.; Gosnell, J. L.; Bailey, D. S. J. Org. Chem. 1972, 37, 2814-2817.
8. (d) Bailey, D. S.; Lambert, J. B. J. Org. Chem. 1973, 38, 134-147.
9. (e) Asmus, P.; Klessinger, M.; Meyer, L. U.; De Meijere, A. Tetrahedron Lett. 1975, 381-384.
10. (f) Proksch, E.: De Meijere, A. Angew. Chem., Int. Ed. Engl. 1976, 15, 761-762.
11. (g) Kiwus, R.; Schwarz, W.; Rossnagel, I.; Musso, H. Chem. Ber. 1987, 120, 435-438.
12. (h) Bowry, V. W.; Lusztyk, J.; Ingold, K. U. J. Am. Chem. Soc. 1991, 113, 5687-5698.
13. (i) Bowry, V. W.; Ingold, K. U. J. Am. Chem. Soc. 1991, 113, 5699-5707.
14. Köster, R.; Arora, S.; Binger, P. Liebigs Ann. Chem. 1973, 1219-1235.
15. (a) Binger, P. Angew. Chem., Int. Ed. Engl. 1972, 11, 309-310.
16. (b) Binger, P.; Brinkmann, A.; Wedemann, P. Chem. Ber. 1983, 116, 2920-2930.
17. Brady, W. T.; Liddell, H. G.; Vaughn, W. L. J. Org. Chem. 1966, 31, 626-628.
18. +).
19. +).
20. Fitjer, L.; Quabeck, U. Synthesis 1987, 299-300.
21. Erden, I.; Sorenson, E. M. Tetrahedron Lett. 1983, 24, 2731-2732.
22. Greene, A. E.; Deprés, J. P. J. Am. Chem. Soc. 1979, 101, 1, 4003-4005.
23. +).
24. +).
25. For an introduction to the work of this remarkable artist, see (a) Mel Bochner: 1973-1985 (a catalog to accompany an exhibit organized by Elaine A. King); Carnegie-Mellon University Press: Pittsburgh, PA, 1985.
26. (b) Richardson, B. Mel Bochner: Number and Shape; The Baltimore Museum of Art: Baltimore, MD, 1976.
27. (c) Field, R. S. Mel Bochner: Thought Made Visible 1966-1973; Yale University Art Gallery: New Haven, CT. 1995, and its extensive bibliography.
28. 15 Here Mr. Bochner's pure imagination, powered by a thoughtful concern with geometrical shapes and spatial relationships, and some exposure to mathematical and tiling issues, led to TRIPLEX. The exact correspondence of his image with the then unknown but surely accessible and very real dispirodecane 1 led to the syntheses of Schemes 1 and 2.
29. Compare: Hoffmann, R.; Torrence, V. Chemistry Imagined: Reflections on Science: Smithsoniun Institution Press: Washington, DC, and London, 1993.