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Volumn 41, Issue 21, 2000, Pages 4117-4121

Studies of chemoselectivity in Diels-Alder reactions of 2-(p- tolylsulfinyl)-1,4-benzoquinone and styrenes: Formation of (p-tolylsulfinyl)- 1,4-phenanthrenequinones

Author keywords

Chemoselectivity; Cycloadditions; Quinones; Sulfoxides

Indexed keywords

QUINONE DERIVATIVE;

EID: 0034729468     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00593-1     Document Type: Article
Times cited : (4)

References (38)
  • 11
    • 0004194832 scopus 로고
    • For other synthesis of 1,4-phenanthrenquinones, see: (e) Daulen, W. G., Ed.; Wiley: New York
    • For other synthesis of 1,4-phenanthrenquinones, see: (e) Mallory, F. B.; Mallory, C. W. In Organic Reactions, Vol. 30; Daulen, W. G., Ed.; Wiley: New York, 1984.
    • (1984) In Organic Reactions , vol.30
    • Mallory, F.B.1    Mallory, C.W.2
  • 17
    • 11944251609 scopus 로고
    • For an overview, see: (a)
    • For an overview, see: (a) Carreño, M. C. Chem. Rev. 1995, 95, 1717-1760.
    • (1995) Chem. Rev. , vol.95 , pp. 1717-1760
    • Carreño, M.C.1
  • 30
    • 0003181403 scopus 로고
    • Mixtures of regioisomers were obtained in Diels-Alder reactions of substituted naphthoquinones and styrenes, see: (a)
    • Mixtures of regioisomers were obtained in Diels-Alder reactions of substituted naphthoquinones and styrenes, see: (a) Manning, W. B. Tetrahedron Lett. 1979, 1661-1664.
    • (1979) Tetrahedron Lett. , pp. 1661-1664
    • Manning, W.B.1
  • 32
    • 85037957311 scopus 로고    scopus 로고
    • note
    • 3) spectral data, elemental analysis and/or HRMS.
  • 33
    • 0001411985 scopus 로고
    • Cycloadditions of sulfinylnaphthoquinones and 1-methoxy-1,3-cyclohexadiene yielded regioselectively the ortho adduct, see
    • Cycloadditions of sulfinylnaphthoquinones and 1-methoxy-1,3-cyclohexadiene yielded regioselectively the ortho adduct, see: Carreño, M. C.; García Ruano, J. L.; Urbano, A. J. Org. Chem. 1992, 57, 6870-6876.
    • (1992) J. Org. Chem. , vol.57 , pp. 6870-6876
    • Carreño, M.C.1    García Ruano, J.L.2    Urbano, A.3
  • 35
    • 85037956721 scopus 로고    scopus 로고
    • note
    • 5 resonated more deshielded at 9.00 ppm.
  • 36
    • 85037951994 scopus 로고    scopus 로고
    • note
    • 2 simmetry (see Scheme 3).
  • 37
    • 0020284254 scopus 로고
    • Similar molecules have been prepared in a non-regioselective way, see: (a)
    • Similar molecules have been prepared in a non-regioselective way, see: (a) Muschik, G. M.; Kelly, T. P.; Manning, W. B. J. Org. Chem. 1982, 47, 4709-4712.
    • (1982) J. Org. Chem. , vol.47 , pp. 4709-4712
    • Muschik, G.M.1    Kelly, T.P.2    Manning, W.B.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.