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Volumn 70, Issue 9, 2005, Pages 3369-3374

Diastereoselective ring expansion of β-lactams toward γ-lactams via N-acyliminium intermediates

Author keywords

[No Author keywords available]

Indexed keywords

BROMINE; CARBON; DISSOCIATION; IONS; REACTION KINETICS; SYNTHESIS (CHEMICAL);

EID: 17744394098     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo048158f     Document Type: Article
Times cited : (53)

References (24)
  • 21
    • 17744373847 scopus 로고    scopus 로고
    • 17 Also from a steric point of view the influence of the substituent at C5 will be small because the C5-substituent and the C3-proton do not approach each other. Since it was already clear that the trans diastereomer was formed in larger yield than the cis stereoisomer, the yields indicated also that the isomers with a δ-value around 3.3 ppm were the cis isomers, because they were always the minor products in the reaction mixtures (see the mechanism described above)
    • 17 Also from a steric point of view the influence of the substituent at C5 will be small because the C5-substituent and the C3-proton do not approach each other. Since it was already clear that the trans diastereomer was formed in larger yield than the cis stereoisomer, the yields indicated also that the isomers with a δ-value around 3.3 ppm were the cis isomers, because they were always the minor products in the reaction mixtures (see the mechanism described above).
  • 22
    • 0004192250 scopus 로고    scopus 로고
    • Folchetti, N., Mullany, R., Challice, J., Eds.; Prentice Hall: Upper Saddle River, NJ
    • (a) Wade, L. G., Jr. In Organic Chemistry; Folchetti, N., Mullany, R., Challice, J., Eds.; Prentice Hall: Upper Saddle River, NJ, 2003; p 547.
    • (2003) Organic Chemistry , pp. 547
    • Wade Jr., L.G.1
  • 23
    • 0003909854 scopus 로고
    • Basic principles, concepts, and applications in chemistry; John Wiley and Sons: Chichester, UK
    • (b) Günther, H. In NMR Spectroscopy, 2nd ed.; Basic principles, concepts, and applications in chemistry; John Wiley and Sons: Chichester, UK, 1995; p 71.
    • (1995) NMR Spectroscopy, 2nd Ed. , pp. 71
    • Günther, H.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.