Regioselective Pauson-Khand processes with allylphosphonates as the olefinic partners

Synlett

Volumn , Issue 13, 2005, Pages 2023-2026

  Brown, Jack A ^a   Janecki, Tomasz ^b   Kerr, William J ^a  

^a UNIVERSITY OF STRATHCLYDE   (United Kingdom)

^b LODZ UNIVERSITY OF TECHNOLOGY   (Poland)

Author keywords

Alkyne complexes; Allylphosphonates; Annulations; Pauson Khand reaction; Regioselectivity

Indexed keywords

ALKENE DERIVATIVE; ALLYLPHOSPHONATE; PHOSPHONIC ACID DERIVATIVE; UNCLASSIFIED DRUG;

ANNULATION REACTION; ARTICLE; CHEMICAL STRUCTURE; NUCLEAR MAGNETIC RESONANCE; PAUSON KHAND REACTION; SYNTHESIS;

EID: 23944521379     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-871969     Document Type: Article

References (28)

1. (a) Khand, I. U.; Knox, G. R.; Pauson, P. L.; Watts, W. E. J. Chem. Soc., Chem. Commun. 1971, 36.
2. (b) Khand, I. U.; Knox, G. R.; Pauson, P. L.; Watts, W. E.; Foreman, M. I. J. Chem. Soc., Perkin Trans, 1 1973, 977.
3. (a) Pauson, P. L. Tetrahedron 1985, 41, 5855.
4. (b) Schore, N. E. In Comprehensive Organic Synthesis, Vol. 5; Trost, B. M.; Fleming, I., Eds.; Pergamon Press: Oxford, 1991, 1037.
5. (c) Schore, N. E. Org. React. 1991, 40, 1.
6. Schore, N. E. In Comprehensive Organometallic Chemistry II, Vol. 12; Abel, E. W.; Stone, F. G. A.; Wilkinson, G., Eds.; Elsevier: New York, 1995, 703.
7. (e) Geis, O.; Schmalz, H.-G. Angew. Chem. Int. Ed. 1998, 37, 911.
8. (f) Chung, Y. K. Coord. Chem. Rev. 1999, 188, 297.
9. (g) Brummond, K. M.; Kent, J. L. Tetrahedron 2000, 56, 3263.
10. (h) Chin, C. S.; Won, G.; Chong, D.; Kim, M.; Lee, H. Acc. Chem. Res. 2002, 35, 218.
11. (i) Gibson, S. E.; Mainolfi, N. Angew. Chem. Int. Ed. 2005, 44, 3022.
12. Magnus, P.; Principle, L. M. Tetrahedron Lett. 1985, 26, 4581.
13. (a) Krafft, M. E. J. Am. Chem. Soc. 1988, 110, 968.
14. (b) Krafft, M. E.; Juliano, C. A.; Scott, I. L.; Wright, C.; McEachin, M. D. J. Am. Chem. Soc. 1991, 113, 1693.
15. (c) Krafft, M. E.; Juliano, C. A. J. Org. Chem. 1992, 57, 5106.
16. (d) See also: Krafft, M. E. Tetrahedron Lett. 1988, 29, 999.
17. (a) Waszkuć, W.; Janecki, T. Org. Biomol. Chem. 2003, 1, 2966.
18. (b) Janecki, T.; Wa̧sek, T. Tetrahedron 2004, 60, 1049.
19. (c) Blaszczyk, E.; Krawczyk, H.; Janecki, T. Synlett 2004, 2685.
20. (a) Shambayati, S.; Crowe, W. E.; Schreiber, S. L. Tetrahedron Lett. 1990, 31, 5289.
21. (b) Jeong, N.; Chung, Y. K.; Lee, B. Y.; Lee, S. H.; Yoo, S.-E. Synlett 1991, 204.
22. (c) Gordon, A. R.; Johnstone, C.; Kerr, W. J. Synlett 1995, 1083.
23. (d) Donkervoort, J. G.; Gordon, A. R.; Johnstone, C.; Kerr, W. J.; Lange, U. Tetrahedron 1996, 52, 7391.
24. Sugihara, T.; Yamada, M.; Ban, H.; Yamaguchi, M.; Kaneko, C. Angew. Chem., Int. Ed. Engl. 1997, 36, 2801.
25. (a) Sugihara, T.; Yamada, M.; Yamaguchi, M.; Nishizawa, M. Synlett 1999, 771.
26. See also: (b) Kerr, W. J.; Lindsay, D. M.; McLaughlin, M.; Pauson, P. L. Chem. Commun. 2000, 1467.
27. (c) Brown, J. A.; Kerr, W. J.; Irvine, S.; Pearson, C. M. Org. Biomol. Chem. 2005, 3, 2396.
28. Chung, Y. K.; Lee, B. Y.; Jeong, N.; Hudecek, M.; Pauson, P. L. Organometallics 1993, 12, 220.