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Volumn 70, Issue 26, 2005, Pages 10782-10791

Efficient catalytic effects of Lewis acids in the 1,3-dipolar cycloaddition reactions of carbonyl ylides with imines

Author keywords

[No Author keywords available]

Indexed keywords

ADDITION REACTIONS; AMINES; CATALYSIS; KETONES; REACTION KINETICS;

EID: 29944438632     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo051743b     Document Type: Article
Times cited : (41)

References (56)
  • 37
    • 18944380156 scopus 로고    scopus 로고
    • (a) Recently, the reaction with imines by intermolecular carbenoid-carbonyl cyclization for the generation of carbonyl ylides was reported, see: Torssell, S.; Kienle, M.; Somfai, P. Angew. Chem., Int. Ed. Engl. 2005, 44, 3096.
    • (2005) Angew. Chem., Int. Ed. Engl. , vol.44 , pp. 3096
    • Torssell, S.1    Kienle, M.2    Somfai, P.3
  • 45
    • 29944435137 scopus 로고    scopus 로고
    • note
    • The ercdo-adduct is defined as the product in which the more important substituent is on the opposite side of the epoxy bridge, whereas the exo-adduct indicates the product in which the more important substituent is on the same side as the epoxy bridge, as defined for bridged bicyclic compounds.
  • 54
    • 29944439018 scopus 로고    scopus 로고
    • note
    • 3 (endo:exo = 11:89).
  • 55
    • 29944431778 scopus 로고    scopus 로고
    • note
    • Proposed mechanisms for formation of the compounds are shown in Supporting Information.
  • 56
    • 29944438215 scopus 로고    scopus 로고
    • note
    • Although there is no absolute requirement of the chelated coordination for efficiency of the Lewis acid catalyzed processes, in this case, the bidentate chelated complex of 2c was calculated because the LUMO energy level of the bidentate complex was lower than that of the corresponding monodentate one by ab initio RHF/3-21G calculations.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.