Dicobalt octacarbonyl catalyzed carbonylated cycloaddition of triynes to functionalized tetracycles

Organic Letters

Volumn 3, Issue 7, 2001, Pages 1065-1067

  Son, Seung Uk ^a   Yoon, Young Ae ^a   Choi, Dai Seung ^a   Park, Jin Kyoon ^a   Kim, B Moon ^a   Chung, Young Keun ^a  

^a Seoul National University   (South Korea)

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ARTICLE;

EID: 0001310718     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol015635x     Document Type: Article

References (25)

1. (a) Hong, S. H.; Choi, D. S.; Chung, Y. K.; Lee, S. Chem. Commun. 1999, 2099.
2. (b) Son, S. U.; Paik, S.-J.; Lee, S. I.; Chung, Y. K. J. Chem. Soc., Perkin Trans. I 2000, 141.
3. (c) Son, S. U.; Choi, D. S.; Chung, Y. K. Org. Lett. 2000, 2, 2097.
4. (d) Son, S. U., Chung, Y. K.; Lee, S. G. J. Org. Chem. 2000, 65, 6142.
5. (a) Smit, W. A.; Buhanjuk, S. M.; Simonyan, S. O.; Shahkov, A. S.; Struchkov, Y. T.; Yanovsky, A. I.; Caple, R.; Gybin, A. S.; Anderson, L. G.; Whiteford, J. A. Tetrahedron Lett. 1991, 32, 2105.
6. (b) Thommen, M.; Veretenov, A.; Guidetti-Grept, R.; Keese, R. Helv. Chim. Acta. 1996, 79, 461.
7. (c) van der Waals, A.; Keese, R. J. Chem. Soc., Chem. Commun. 1992, 570.
8. (d) Thommen, M.; Gerber, P.; Keese, R. Chimia 1991, 21-24.
9. Reviews on fenestrane chemistry: (a) Kuck, D. In Advances in Theoretically Interesting Molecules; Thummel, R. P., Ed.; JAI Press: Greenwich, CT, 1998; Vol. 4, p 81 f.
10. (b) Thommen, M.; Keese, R. Synlett 1997 231.
11. (c) Luef, W.; Keese, R. In Advances in Strain in Organic Chemistry; Halton, B., Ed.; JAI Press: Greenwich, CT, 1993; Vol. 3, p 229 f.
12. (d) Agosta, W. C. In The Chemistry of Alkanes and Cycloalkanes; Patai. S., Rappoport, Z., Eds.; Wiley: New York, 1992; p 927 f.
13. (e) Gupta, A. K.; Fu, X.; Snyder, J. P.; Cook, J. M. Tetrahedron 1991, 47, 3665.
14. (f) Krohn, K. In Organic Synthesis Highlights; Mulzer, J., Altenbach, H.-J., Braun, M., Krohn, K., Reissig, H.-U., Eds.; VCH: Weinheim, 1991; p 121 f.
15. (g) Venepalli, B. R.; Agosata, W. C. Chem. Rev. 1987, 87, 399.
16. (h) Keese, R. In Organic Synthesis: Modem Trends; Chizhov, O., Ed.; Blackwell: Oxford, 1987; p 43 f.
17. (i) Keese, R. Nach. Chem. Technol. Lab. 1982, 30, 844.
18. 4Si: C, 66.63; H, 7.83. Found: C, 66.50; H, 8.10.
19. For a review on polyquinanes, see: (1) Mehta, G.; Srikrishna, A. Chem. Rev. 1997, 97, 671-719.
20. (2) Paquette, L. A.: Doherty, A. M. Recent Synthetic Developments in Polyquinane Chemistry; Springer-Verlag: New York, 1987.
21. (3) Paquette, L. A. Top. Curr. Chem. 1984, 119, 1.
22. (4) Ramaiah, M. Synthesis 1984, 529.
23. (5) Trost, B. M. Chem. Soc. Rev. 1982, 11, 141.
24. (6) Paquette, L. A. Top. Curr. Chem. 1979, 79, 41.
25. Information for crystal. Crystal system, triclinic, space group, P-1, unit cell dimensions a = 7.8074(3), b = 14.7100(6), c = 18.4775(8) Å; α = 104.428(2)°, β = 94.084(3)°, γ = 92.151(3)°. Final R indices [I > 2σ(i)], R1 = 0.0716, wR2 = 0.1759.