Metal-Controlled Selective [3+2] Cyclization Reactions of Alkenyl Fischer Carbene Complexes and Allenes

Journal of the American Chemical Society

Volumn 126, Issue 19, 2004, Pages 5974-5975

  Barluenga, José ^a   Vicente, Rubén ^a   Barrio, Pablo ^a   López, Luis A ^a   Tomás, Miguel ^a  

^a UNIVERSITY OF OVIEDO   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ALLENE DERIVATIVE; CARBENOID;

ARTICLE; CHEMICAL BOND; CHEMICAL INTERACTION; CHEMICAL REACTION KINETICS; COMPLEX FORMATION; CYCLIZATION; REACTION ANALYSIS; TEMPERATURE DEPENDENCE;

EID: 2442531980     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja049200r     Document Type: Article

References (34)

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27. The chemo-, regio-, and stereochemistry of compounds 4 and 5 were ascertained by NMR experiments.
28. Compounds 4d and 5d were hydrolized to 2- and 3-alkylidenecyclopentanones 6 (80%) and 7 (90%), respectively. (diagram presented)
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33. This unusual selectivity of allenes has been reported in the cyclopropanation reaction of the nonheteroatom stabilized benzylidenepentacarbonyl tungsten: Fischer, H.; Didell, W.; Hofmann, J. J. Chem. Soc., Chem. Commun. 1990, 858.
34. This is certainly an unusual reaction of alkoxy-stabilized carbene complexes (see ref 7). Therefore, further work to determine the synthetic importance of this process will be undertaken.