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Volumn 69, Issue 2, 2004, Pages 417-425

Highly Efficient aza-Baylis-Hillman Reaction of N-Tosylated Imines with MVK, Acrolein, and Phenyl Acrylate or α-Naphthyl Acrylate: Lewis Base Effects and A Convenient Method to Synthesize α,β-Unsaturated β-Amino Carbonyl Compounds

Author keywords

[No Author keywords available]

Indexed keywords

CATALYSTS; ESTERS; REACTION KINETICS; SYNTHESIS (CHEMICAL);

EID: 0347763335     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo035103p     Document Type: Article
Times cited : (62)

References (50)
  • 1
    • 4243830773 scopus 로고
    • Ger. Offen. 1972, 2,155,113
    • (a) Baylis, A. B.; Hillman, M. E. D. Ger. Offen. 1972, 2,155,113; Chem. Abstr. 1972, 77, 34174q; Hillman, M. E. D.; Baylis, A. B. U.S. Patent, 1973, 3, 743, 669.
    • (1972) Chem. Abstr. , vol.77
    • Baylis, A.B.1    Hillman, M.E.D.2
  • 2
    • 0347189968 scopus 로고    scopus 로고
    • U.S. Patent, 1973, 3, 743, 669
    • (a) Baylis, A. B.; Hillman, M. E. D. Ger. Offen. 1972, 2,155,113; Chem. Abstr. 1972, 77, 34174q; Hillman, M. E. D.; Baylis, A. B. U.S. Patent, 1973, 3, 743, 669.
    • Hillman, M.E.D.1    Baylis, A.B.2
  • 38
    • 0000077082 scopus 로고
    • The following reports relate to the aza-Baylis-Hillman reaction of methyl acrylate with sulfonated imines. Please see: (a) Perlmutter, P.; Teo, C. C. Tetrahedron Lett. 1984, 25, 5951-5952.
    • (1984) Tetrahedron Lett. , vol.25 , pp. 5951-5952
    • Perlmutter, P.1    Teo, C.C.2
  • 41
    • 0001266408 scopus 로고
    • The following reports relate to the aza-Baylis-Hillman reaction of MVK with imine generated in situ. Please see: (c) Bertenshow, S.; Kahn, M. Tetrahedron Lett. 1989, 30, 2731-2734.
    • (1989) Tetrahedron Lett. , vol.30 , pp. 2731-2734
    • Bertenshow, S.1    Kahn, M.2
  • 42
    • 0037023405 scopus 로고    scopus 로고
    • and references therein
    • (d) Balan, D.; Adolfsson, H. J. Org. Chem. 2002, 67, 2329-2334 and references therein.
    • (2002) J. Org. Chem. , vol.67 , pp. 2329-2334
    • Balan, D.1    Adolfsson, H.2
  • 43
    • 0346559932 scopus 로고    scopus 로고
    • note
    • The solvent effect has been examined throughout this report. THF is the best choice of solvent for various Lewis base catalysts.
  • 49
    • 0345928853 scopus 로고    scopus 로고
    • note
    • -1. Diffractometer: Rigaku AFC7R. Residuals: R, Rw: 0.0942, 0.2726.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.