Pauson-Khand reaction with allelic compounds II: Reactivity of functionalized allenes

Tetrahedron Letters

Volumn 38, Issue 30, 1997, Pages 5277-5280

  Ahmar, Mohammed ^a   Chabanis, Olivier ^a   Gauthier, Jerôme ^a   Cazes, Bernard ^a  

^a UNIVERSITÉ LYON 1   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYNE; ALLENE DERIVATIVE; COBALT;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; SYNTHESIS;

EID: 0030857707     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01151-9     Document Type: Article

References (15)

1. Khand, I.U.; Knox, G.R.; Pauson, P.L.; Watts, W.E.; Foreman, M.I. J. Chem. Soc. Perkin Trans 1 1973, 977-981.
2. Recent reviews : a) Pauson, P.L. Tetrahedron 1985, 41, 5855-5860 ;
3. b) Pauson, P.L. In Organometallics in Organic Synthesis ; de Meijere A.; tom Dieck, H., Eds ; Springer-Verlag: Berlin 1988, pp 233-246 ;
4. c) Shore, N.E. Org. React. (N.Y) 1991, 41, 1 ;
5. d) Shore, N.E. In Comprehensive Organic Synthesis ; Trost, B.M.; Fleming, I., Eds ; Pergamon : Oxford 1991, Vol. 5, pp 1037-1064.
6. a) Shambayati, S.; Crow, W.E.; Schreiber, S.L. Tetrahedron Lett. 1990, 31, 5289-5292.
7. b) Jeong, N.; Chung, Y.K.; Lee, B.Y. ; Yoo, S.E. Synlett, 1991, 204-206.
8. Chung, Y.K.; Lee, B.Y.; Jeong, N.; Hundecek, M.; Pauson, P.L. Organometallics 1993, 12, 220-223.
9. a) Smit, W.A.; Gybin, A.S.; Shashkov, A.S.; Strykov, Y.T.; Mikaelian, O.S.; Caple, R.; Swanson, E.D. Tetrahedron Lett. 1986, 27, 1241-1244 ;
10. b) Simonian, S.O.; Smit, W.A.; Gybin, A.S.; Shahkov, A.S.; Mikaelian, G.S.; Tarasov, V.A.; Ibragimov, I.I.; Caple, R.; Froen, D.E. Tetrahedron Lett. 1986, 27, 1245-1248.
11. Ahmar M.; Antras, F.; Cazes, B. Tetrahedron Lett. 1995, 36, 4417-4420.
12. Ahmar M.; Antras, F.; Cazes, B., unpublished results.
13. The use of THF as coordinating cosolvent has been shown to accelerate the rate of the Pauson-Khand reaction : Kraft, M.E.; Scott, I.L.; Romero, R.H.; Feibelmann, S.; Van Pelt, C.E. J. Am. Chem. Soc. 1993, 115, 7199-7209.
14. 3 ; 200 MHz) δ ppm 1.30 (t, J = 7.1 Hz, 3H); 1.80 (s, 3H); 2.13 (s, 3H); 3.47 (s, 2H); 4.24 (q, J = 7.1 Hz, 2H); 6.53 (s, 1 H).
15. For a recent publication on the mechanistic aspects of Pauson-Khand reaction see reference 8.