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Volumn 44, Issue 33, 2003, Pages 6269-6272

N-Acylation of 4-alkylidene-β-lactams: Unexpected results

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE DERIVATIVE; BENZENE; BETA LACTAM DERIVATIVE; CHLORINE DERIVATIVE; OXAZINE DERIVATIVE;

EID: 0041346136     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(03)01533-8     Document Type: Article
Times cited : (14)

References (17)
  • 6
    • 85031144630 scopus 로고    scopus 로고
    • note
    • 3 resulted in the formation of the sole oxazin-6-one 4a, because the acylation follows the preliminary basic isomerization of 1 in 2 .
  • 7
    • 85031133013 scopus 로고    scopus 로고
    • note
    • 3): δ -5.2, -4.8, 13.7, 17.8, 20.4, 25.5, 63.4, 64.9, 65.5, 66.5, 105.2, 128.2, 128.3, 128.6, 133.3, 137.6, 147.7, 163.8, 189.2.
  • 8
    • 85031141738 scopus 로고    scopus 로고
    • note
    • Crystallographic data (excluding structure factors) for compound 5 have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC 211163. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK, (fax: +44 1223 336033 or e-mail: deposit@ccdc.cam.ac.uk).
  • 14
    • 0034161802 scopus 로고    scopus 로고
    • Suenaga et al. stated an N-acyl azetone structure to be contained in the natural product Kasarin, see:
    • Suenaga et al. stated an N-acyl azetone structure to be contained in the natural product Kasarin, see: Suenaga K., Aoyama S., Xi W., Arimoto H., Yamaguchi K., Yamada A., Uemura D. Heterocycles. 52:2000;1033-1036.
    • (2000) Heterocycles , vol.52 , pp. 1033-1036
    • Suenaga, K.1    Aoyama, S.2    Xi, W.3    Arimoto, H.4    Yamaguchi, K.5    Yamada, A.6    Uemura, D.7
  • 15
    • 85031142708 scopus 로고    scopus 로고
    • note
    • Compound 2 results thermodynamically more stable than 1 because of the intramolecular hydrogen bond between the NH and the COOEt in the side chain, see for instance Ref. 2.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.