Group 6 heteroatom- and non-heteroatom-stabilized carbene complexes. β,β′- and α,ββ′-Annulation reactions of cyclic enamines

Journal of the American Chemical Society

Volumn 125, Issue 7, 2003, Pages 1834-1842

  Barluenga, José ^a   Ballesteros, Alfredo ^a   De la Rúa, Ramón Bernardo ^a   Santamaría, Javier ^a   Rubio, Eduardo ^a   Tomás, Miguel ^a  

^a UNIVERSITY OF OVIEDO   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLIZATION;

COMPLEXATION; NUCLEAR MAGNETIC RESONANCE; REACTION KINETICS;

AMINES;

ALKANONE; CARBENOID; ENAMINE; TUNGSTEN DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL ANALYSIS; COMPLEX FORMATION; CYCLIZATION; ENANTIOSELECTIVITY; MOLECULAR STABILITY; REACTION ANALYSIS; ROOM TEMPERATURE; TEMPERATURE DEPENDENCE;

EID: 0037442901     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0278077     Document Type: Article

References (63)

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61. Rudler et al. have reported that the reduction of alkoxycarbene complexes with dihydropyridine generates a different type of nonstabilized group 6 carbene complexes, which are stabilized and characterized as pyridinium ylides. See refs 23a-d. Specific nonstabilized carbene complexes of tungsten(0) have been reported to be formed via nucleophilic endo-attack of the carbonyl oxygen/imine nitrogen of the o-alkynylphenyl ketone/N- (o-alkynylphenyl)imine derivatives; see. respectively: (a) Iwasawa. N.; Shido, M.; Kusama. H. J. Am. Chem. Soc. 2001, 123, 5814. (b) Kusama, H.; Takaya, J.; Iwasawa, N. J. Am. Chem. Soc. 2002, 124, 11592.
62. Rudler et al. have reported that the reduction of alkoxycarbene complexes with dihydropyridine generates a different type of nonstabilized group 6 carbene complexes, which are stabilized and characterized as pyridinium ylides. See refs 23a-d. Specific nonstabilized carbene complexes of tungsten(0) have been reported to be formed via nucleophilic endo-attack of the carbonyl oxygen/imine nitrogen of the o-alkynylphenyl ketone/N- (o-alkynylphenyl)imine derivatives; see. respectively: (a) Iwasawa. N.; Shido, M.; Kusama. H. J. Am. Chem. Soc. 2001, 123, 5814. (b) Kusama, H.; Takaya, J.; Iwasawa, N. J. Am. Chem. Soc. 2002, 124, 11592.
63. General information, experimental procedures, and spectral data for compounds not described here are provided in the Supporting Information.