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Volumn 2010, Issue 3, 2010, Pages 303-318

Synthesis of condensed isoxazolines and isoxazolidines via cycloaddition to furan-2(5H)-ones

Author keywords

1,3 dipolar cycloaddition; Azepines; Furan 2(5H) ones; Isoxazolidines; Isoxazolines; Nitrones

Indexed keywords


EID: 77952021333     PISSN: 15517012     EISSN: 15517004     Source Type: None    
DOI: 10.3998/ark.5550190.0011.325     Document Type: Article
Times cited : (2)

References (42)
  • 6
    • 2442659555 scopus 로고    scopus 로고
    • Chem. Abstr. 2001, 135, 92553.
    • (2001) Chem. Abstr , vol.135 , pp. 92553
  • 14
    • 0000863940 scopus 로고
    • Padwa, A., Ed.; John Wiley & Sons: New York, and 2, p. 83
    • (d) In 1, 3-Dipolar Cycloaddition Chemistry; Padwa, A., Ed.; John Wiley & Sons: New York, 1984; Vol. 1, pp 291, and 2, p. 83.
    • (1984) 1, 3-Dipolar Cycloaddition Chemistry , vol.1 , pp. 291
  • 32
    • 77953395537 scopus 로고    scopus 로고
    • reaction of 5-alkoxyfuran-2 5H -ones with nitrone 1 and the reduction of the resulting adducts to give diol 8 both racemic and enantiomerically pure have been reported previously by us in the sequence followed to prepare pyrroloazepines reference 10b
    • The reaction of 5-alkoxyfuran-2 (5H) -ones with nitrone 1 and the reduction of the resulting adducts to give diol 8 (both racemic and enantiomerically pure) have been reported previously by us in the sequence followed to prepare pyrroloazepines (reference 10b).
  • 39
    • 0030047571 scopus 로고    scopus 로고
    • However, has been reported that 1, 3-dipolar cycloaddition of nitrile oxides to furan-2 5H -ones substituted at the 5-position by sulphur bearing group, afford mixtures of regioisomeric adducts regioselectivity ranging between 64/16 and 84/16. The predominant orientation inthese additions was the same as that observed with 5-alkoxyfuranones. See
    • However, has been reported that 1, 3-dipolar cycloaddition of nitrile oxides to furan-2 (5H) -ones substituted at the 5-position by sulphur bearing group, afford mixtures of regioisomeric adducts (regioselectivity ranging between 64/16 and 84/16). The predominant orientation inthese additions was the same as that observed with 5-alkoxyfuranones. See, Alguacil, R.; Fariña, F.; Martín, M. V. Tetrahedron 1996, 52, 3457.
    • (1996) Tetrahedron , vol.52 , pp. 3457
    • Alguacil, R.1    Fariña, F.2    Martín, M.V.3
  • 40
    • 77953408437 scopus 로고    scopus 로고
    • Feringa has established by AM1 calculus that the cycloaddition of benzonitrile oxide to 5-menthyloxyfuran-2 5H -one is of type I, see reference 14
    • Feringa has established by AM1 calculus that the cycloaddition of benzonitrile oxide to 5-menthyloxyfuran-2 (5H) -one is of type I, see reference 14.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.