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Volumn , Issue 7, 2006, Pages 1125-1127

New oligocyclic β-lactams and β-amino acid derivatives by intramolecular cycloaddition of bicyclopropylidenyl-substituted nitrones

Author keywords

amino acids; lactams; 1,3 dipolar cycloadditions; Heterocycles; Small ring systems

Indexed keywords

BETA AMINO ACID; BETA LACTAM DERIVATIVE; NITRONE DERIVATIVE; TRIFLUOROACETIC ACID;

EID: 33646589331     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2006-939687     Document Type: Article
Times cited : (20)

References (40)
  • 3
    • 0004101860 scopus 로고
    • Padwa, A., Ed.; John Wiley and Sons: New York
    • For leading references on 1,3-dipolar cycloadditions engaging nitrones, see: (a) Tufariello, J. J. In 1,3-Dipolar Cycloaddition Chemistry; Padwa, A., Ed.; John Wiley and Sons: New York, 1984.
    • (1984) 1,3-Dipolar Cycloaddition Chemistry
    • Tufariello, J.J.1
  • 11
    • 18744403152 scopus 로고    scopus 로고
    • Padwa, A., Ed.; Thieme: Stuttgart
    • Merino, P. In Science of Synthesis, Vol. 27; Padwa, A., Ed.; Thieme: Stuttgart, 2004, 511-580.
    • (2004) Science of Synthesis , vol.27 , pp. 511-580
    • Merino, P.1
  • 25
    • 33646578373 scopus 로고    scopus 로고
    • note
    • 15NO (165.23): C, 72.69; H, 9.15; N, 8.48. Found: C, 72.67; H, 8.95; N, 8.13.
  • 28
    • 33646551991 scopus 로고    scopus 로고
    • note
    • 17NO (179.26): C, 73.70; H, 9.56; N, 7.81. Found: C, 73.51; H, 9.27; N, 7.65.
  • 29
    • 33646558169 scopus 로고    scopus 로고
    • note
    • The fusion between the cyclopropane and the cyclohexane rings must be cis as a consequence of the way in which the nitrone functionality approaches the double bond during the cycloaddition (see Figure 1), thus the term cis-fused for the isoxazoli dines 8 and 9 refers to the fusion between the two larger rings.
  • 30
    • 33646579962 scopus 로고    scopus 로고
    • note
    • 3 (251.20): C, 47.81; H, 4.81; N, 5.58. Found: C, 47.98; H, 4.61; N, 5.76.
  • 35
    • 33646576153 scopus 로고    scopus 로고
    • note
    • 13NO (151.21): C, 71.49; H, 8.67; N, 9.26. Found: C, 71.27; H, 8.65; N, 9.09.
  • 37
    • 0000372536 scopus 로고
    • Angew. Chem. 1988, 100, 555.
    • (1988) Angew. Chem. , vol.100 , pp. 555
  • 38
    • 0038301130 scopus 로고    scopus 로고
    • For a recent review on β-amino acids containing cyclopropyl groups, see: Gnad, F.; Reiser, O. Chem. Rev. 2003, 103, 1603.
    • (2003) Chem. Rev. , vol.103 , pp. 1603
    • Gnad, F.1    Reiser, O.2
  • 39
    • 0028999843 scopus 로고
    • For the importance of cyclopropyl groups in naturally occurring and synthetic biologically active compounds, see: (a) Salaün, J.; Baird, M. S. Curr. Med. Chem. 1995, 2, 511.
    • (1995) Curr. Med. Chem. , vol.2 , pp. 511
    • Salaün, J.1    Baird, M.S.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.