New regio and stereoselective intermolecular Pauson-Khand reactions of allenamides

Tetrahedron Letters

Volumn 45, Issue 23, 2004, Pages 4441-4444

  Añorbe, Loreto ^a   Poblador, Amalia ^a   Domínguez, Gema ^a   Pérez Castells, Javier ^a  

^a UNIVERSIDAD SAN PABLO CEU   (Spain)

Author keywords

Allenamides; Cobalt; Intermolecular Pauson Khand

Indexed keywords

ALKYNE DERIVATIVE; ALLENE DERIVATIVE; AMIDE; CYCLOPENTENONE DERIVATIVE;

ARTICLE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; PAUSON KHAND REACTION; REACTION ANALYSIS; STEREOCHEMISTRY; STRUCTURE ANALYSIS; SYNTHESIS;

EID: 2342646001     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.04.061     Document Type: Article

References (20)

1. Wei L.-L., Xiong H., Hsung R.P. Acc. Chem. Res. 36:2003;773-782
2. For recent references see: Hiroya K., Itoh S., Sakamoto T. J. Org. Chem. 69:2004;1126-1136
3. Xiong H., Huang J., Ghosh S.K., Hsung R.P. J. Am. Chem. Soc. 125:2003;12694-12695
4. Recent reviews on the Pauson-Khand reaction: Blanco-Urgoiti J., Añorbe L., Pérez-Serrano L., Domínguez G., Pérez-Castells J. Chem. Soc. Rev. 33:2004;32-42
5. Gibson S.E., Stevenazzi S.A. Angew. Chem., Int. Ed. 42:2003;1800-1810
6. Sugihara T., Yamaguchi M., Nishizawa M. Chem. Eur. J. 7:2001;1589-1595
7. Brummond K.M., Kent J.L. Tetrahedron. 56:2000;3263-3282
8. Keun Chung K. Coord. Chem. Rev. 188:1999;297-341
9. A recent DFT study rationalizes the reactivity of different olefines: de Bruin T.J.M., Milet A., Greene A.E., Gimbert Y. J. Org. Chem. 69:2004;1075-1080
10. Kerr W.J., McLaughlin M., Pauson P.L., Robertson S.M. J. Organomet. Chem. 630:2001;104-117
11. Rodriguez-Rivero M., de la Rosa J.C., Carretero J.C. J. Am. Chem. Soc. 125:2003;14992-14993
12. Reichwein J.F., Iacono S.T., Pagenkopf B.L. Tetrahedron. 58:2002;3813
13. Itami K., Mitsudo K., Yoshida J. Angew. Chem., Int. Ed. 41:2002;3481
14. Robert F., Milet A., Gimbert Y., Konya D., Greene A.E. J. Am. Chem. Soc. 123:2001;5396-5400
15. Ahmar M., Antras F., Cazes B. Tetrahedron Lett. 36:1995;4417-4420
16. Xiong H., Hsung R.P., Wei L.-L., Berry C.R., Mulder J.A., Stockwell B. Org. Lett. 2:2000;2869-2871
17. This behavior of tosylamides has been described earlier: van Boxtel L.J., Körbe S., Noltemeyer M., de Meijere A. Eur. J. Org. Chem. 2001;2283-2292
18. Domínguez G., Casarrubios L., Rodriguez-Noriega J., Pérez-Castells J. Helv. Chim. Acta. 85:2002;2856-2861
19. Pérez-Serrano L., Blanco-Urgoiti J., Casarrubios L., Domínguez G., Pérez-Castells J. J. Org. Chem. 65:2000;3513-3519. and references cited therein
20. 4S: C, 67.74; H, 6.40; N, 3.29; S, 7.54. Found: C, 67.87; H, 6.48; N, 3.41; S, 7.32