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Volumn , Issue 6, 2005, Pages 1018-1020

A mild and efficient synthesis of 2,5-disubstituted 2,3-dihydro-4-pyridones catalyzed by Yb(OTf)3

Author keywords

Diels Alder reaction; Lewis acid; N benzhydryl imines; Solvent free; Three component reaction

Indexed keywords

ALDEHYDE DERIVATIVE; AMINE; HETEROCYCLIC COMPOUND; IMINE; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; PYRIDONE DERIVATIVE; SOLVENT; TOLUENE; YTTERBIUM;

EID: 17144392164     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2005-864810     Document Type: Article
Times cited : (9)

References (43)
  • 1
    • 0000730407 scopus 로고
    • Trost, B. M.; Fleming, I., Eds.; Pergamon: Oxford
    • (a) Weinreb, S. M. Comprehensive Organic Synthesis, Vol. 5; Trost, B. M.; Fleming, I., Eds.; Pergamon: Oxford, 1991, 401.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 401
    • Weinreb, S.M.1
  • 18
    • 0000566452 scopus 로고    scopus 로고
    • Aza-Diels-Alder reactions in MeOH without catalyst: Yuan, Y.; Li, X.; Ding, K. Org. Lett. 2002, 4, 3309.
    • (2002) Org. Lett. , vol.4 , pp. 3309
    • Yuan, Y.1    Li, X.2    Ding, K.3
  • 22
    • 0001294788 scopus 로고
    • This transformation was first achieved by Yamamoto using a stoichiometric amount of a chiral boron complex: Hattori, K.; Yamamoto, H. J. Org. Chem. 1992, 57, 3264.
    • (1992) J. Org. Chem. , vol.57 , pp. 3264
    • Hattori, K.1    Yamamoto, H.2
  • 41
    • 0027392950 scopus 로고
    • Yamamoto group even used this imine but obtained no product in aza-Diels-Alder Reaction: Hattori, K.; Yamamoto, H. Tetrahedron 1993, 49, 1749.
    • (1993) Tetrahedron , vol.49 , pp. 1749
    • Hattori, K.1    Yamamoto, H.2
  • 42
    • 4143124438 scopus 로고    scopus 로고
    • Very recently, we reported that a highly efficient method for the formation of optically active 2,5-disubstituted dihydropyrones by catalytic asymmetric hetero-Diels-Alder reaction of this diene 2 with aldehydes: Fu, Z.; Gao, B.; Yu, Z.; Yu, L.; Huang, Y.; Feng, X.; Zhang, G. Synlett 2004, 1772.
    • (2004) Synlett , pp. 1772
    • Fu, Z.1    Gao, B.2    Yu, Z.3    Yu, L.4    Huang, Y.5    Feng, X.6    Zhang, G.7
  • 43
    • 17144389461 scopus 로고    scopus 로고
    • note
    • The three-component reaction of benzaldehyde, benzhydrylamine and diene afforded 67% yield in toluene compared to 77% yield without solvent.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.