Palladium-catalyzed cascade cyclization-coupling reactions of 2-bromo-1,6-enynes with organoboronic acids

Tetrahedron Letters

Volumn 44, Issue 2, 2003, Pages 267-270

  Oh, Chang Ho ^a   Lim, Young Mook ^a  

^a Hanyang University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

BROMINE DERIVATIVE; ORGANOBORON DERIVATIVE; PALLADIUM;

ARTICLE; CATALYST; CYCLIZATION; MOLECULAR INTERACTION; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 0037420989     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(02)02536-4     Document Type: Article

References (32)

1. Trost B.M., Lautens M., Chan C., Jebaratnam D.J., Mueller T. J. Am. Chem. Soc. 113:1991;636.
2. Grigg R., Dorrity M.J., Malone J.F. Tetrahedron Lett. 31:1990;1343.
3. Owczarczyk Z., Lamaty F., Vawter E.J., Negishi E. J. Am. Chem. Soc. 114:1992;10091.
4. Schweizer S., Song Z.-Z., Meyer F.E., Parsons P.J., de Meijere A. Angew. Chem., Int. Ed. 38:1999;1452.
5. Meyer F.E., Parsons P.J., de Meijere A. J. Org. Chem. 56:1991;6487.
6. Ojima I., Donovan R.J., Shay W.R. J. Am. Chem. Soc. 114:1992;6580.
7. Bäckvall J.E., Andersson P.G. J. Am. Chem. Soc. 112:1990;3683.
8. Byström S.E., Aslanian R., Bäckvall J.E. Tetrahedron Lett. 26:1985;1749.
9. Negishi E., Zhang Y., Negishi E. J. Am. Chem. Soc. 111:1989;3454.
10. Torii S., Okumoto H., Nishimura A. Tetrahedron Lett. 32:1991;4167.
11. Stadmüller H., Lentz R., Tucker C.E., Stüdemann T., Dorner W., Knochel P. J. Am. Chem. Soc. 115:1993;7027.
12. Wang R.-T., Chou F.-L., Luo F.-T. J. Org. Chem. 55:1990;4846.
13. Huang T.-S., Chang H.-M., Wu M.-Y., Cheng C.-H. J. Org. Chem. 67:2002;99.
14. Weinreb S.M., Harris G.D. Jr., Herr R.J. J. Org. Chem. 58:1993;5452.
15. Nylund C.S., Klopp J.M., Weinreb S.M. Tetrahedron Lett. 35:1994;4287.
16. Lin X., Artman G.D. III, Stien D., Weinreb S.M. Tetrahedron. 57:2001;8779.
17. Solé D., Cancho Y., Llebaria A., Moreto J.M., Delgado A. J. Am. Chem. Soc. 116:1994;12133.
18. Sole D., Cancho Y., Llebaria A., Moretó J.M., Delgado A. J. Org. Chem. 61:1996;5895.
19. Kibayashi C., Yamada H., Aoyagi S. Tetrahedron Lett. 38:1997;3027.
20. Kibayashi C., Yamada H., Aoyagi S. Tetrahedron Lett. 37:1996;8787.
21. Ahn K.H., Lee C.W., Oh K.S., Kim K.S. Org. Lett. 2:2000;1213.
22. Oh C.H., Sung H.R., Park S.J. J. Org. Chem. 67:2002;7155.
23. Moreno-Manas M., Pérez M., Pleixats R. J. Org. Chem. 61:1996;2346.
24. Satoh N., Ishiyama T., Miyaura N., Suzuki A. Bull. Chem. Soc. Jpn. 60:1987;3471.
25. Yanangi T., Oh-e T., Miyaura N., Suzuki A. Bull. Chem. Soc. Jpn. 62:1989;3892.
26. Kaga H., Ahmed Z., Gotoh K., Orito K. Synlett. 1994;607.
27. Martin A.R., Yang Y. Acta Chem. Scand. 47:1993;221.
28. +) 314.1518, found 314.1527.
29. Siegmann K., Pregosin P.S., Venanzi L.M. Organometallics. 8:1989;2659.
30. Suzuki A. Diederich F., Stang P.J. Metal-Catalyzed Cross-Coupling Reactions. 1988;49 VCH, Weinheim.
31. Dieck H.A., Heck R.F. J. Org. Chem. 40:1975;1083.
32. Miyaura N., Yamada K., Suginome H., Suzuki A. J. Am. Chem. Soc. 107:1985;972.