Pauson-Khand cycloaddition of α,ω-allenynes

Tetrahedron Letters

Volumn 38, Issue 30, 1997, Pages 5281-5284

  Ahmar, Mohammed ^a   Locatelli, Cédric ^a   Colombier, David ^a   Cazes, Bernard ^a  

^a UNIVERSITÉ LYON 1   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ALLENE DERIVATIVE; COBALT;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; SYNTHESIS;

EID: 0030805614     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01152-0     Document Type: Article

References (23)

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19. 3J = 8 Hz); 3.27 (broad s, 2H); 3.74 (s, 3H); 3.81 (s, 3H); 6.03 (broad s, 1H).
20. 1H NMR data about α-methylene cyclopent-2-enones, see : Jacobi, P.A.; Brielmann, H.L.; Cann, R.G. J. Org. Chem. 1994, 59, 5305-5316.
21. A previous communication reported on unsuccessful results about the same reaction carried out under thermic conditions : Kent, J.L.; Wan, H.; Brummond, K.M. Tetrahedron Lett. 1995, 36, 2407-2410. This paper describes three examples of a related Mo(CO)6-mediated cycloaddition of allenynes to α-methylene cyclopentenones which works only with unsubstituted allenynes.
22. For Fe, see : Shibata, T.; Koga, Y.; Naraska, K. Bull. Chem. Soc. Jpn. 1995, 68, 911-919. For one example of a Ti-catalysed cycloaddition of an 1,4-allenyne, see: Hicks, F.A.; Kablaoui N.M.; Buchwald, S.L. J. Am. Chem. Soc. 1996, 118, 9450-9451.
23. For Fe, see : Shibata, T.; Koga, Y.; Naraska, K. Bull. Chem. Soc. Jpn. 1995, 68, 911-919. For one example of a Ti-catalysed cycloaddition of an 1,4-allenyne, see: Hicks, F.A.; Kablaoui N.M.; Buchwald, S.L. J. Am. Chem. Soc. 1996, 118, 9450-9451.