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Volumn 72, Issue 20, 2007, Pages 7761-7764

Synthesis and cyclodehydration of hydroxyphenols: A new stereoselective approach to 3-aryl-2,3-dihydrobenzofurans

Author keywords

[No Author keywords available]

Indexed keywords

CYCLIZATION; HYDRATION; METHANE; STEREOSELECTIVITY; SUBSTITUTION REACTIONS; SYNTHESIS (CHEMICAL);

EID: 34848853245     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo070316q     Document Type: Article
Times cited : (44)

References (29)
  • 2
    • 17744369288 scopus 로고    scopus 로고
    • For a recent report including an extensive list of references about the synthesis of 2,3-dihydrobenzofurans, see
    • For a recent report including an extensive list of references about the synthesis of 2,3-dihydrobenzofurans, see: Kuethe, J. T.; Wong, A.; Journet, M.; Davies, I. W. J. Org. Chem. 2005, 70, 3727.
    • (2005) J. Org. Chem , vol.70 , pp. 3727
    • Kuethe, J.T.1    Wong, A.2    Journet, M.3    Davies, I.W.4
  • 5
    • 23844528617 scopus 로고    scopus 로고
    • de Carvalho e Silveira, G. P.; Coelho, F. Tetrahedron Lett. 2005, 46, 6477.
    • de Carvalho e Silveira, G. P.; Coelho, F. Tetrahedron Lett. 2005, 46, 6477.
  • 13
    • 34848869208 scopus 로고    scopus 로고
    • 1H NMR after cyclization to the corresponding 2,3-dihydrobenzofurans (vide infra and the Supporting Information for details).
    • 1H NMR after cyclization to the corresponding 2,3-dihydrobenzofurans (vide infra and the Supporting Information for details).
  • 17
    • 15744397580 scopus 로고    scopus 로고
    • The alternative occurrence of a fully developed carbenium ion does not appear to be supported by the present and previously obtained results on closely related systems: Crotti, P, Di Bussolo, V, Macchia, F, Favero, L, Pineschi, M, Lucarelli, L, Roselli, G, Renzi, G. J. Phys. Org. Chem. 2005, 18, 321 and references cited therein
    • The alternative occurrence of a fully developed carbenium ion does not appear to be supported by the present and previously obtained results on closely related systems: Crotti, P.; Di Bussolo, V.; Macchia, F.; Favero, L.; Pineschi, M.; Lucarelli, L.; Roselli, G.; Renzi, G. J. Phys. Org. Chem. 2005, 18, 321 and references cited therein.
  • 18
    • 34848835266 scopus 로고    scopus 로고
    • It should be noted that alternative Friedel-Crafts-type procedures making use of electron-rich phenols and Lewis acids afforded mixtures of regio- and stereoisomeric hydroxyphenols and gave substantial amounts of carbonyl-rearranged products
    • It should be noted that alternative Friedel-Crafts-type procedures making use of electron-rich phenols and Lewis acids afforded mixtures of regio- and stereoisomeric hydroxyphenols and gave substantial amounts of carbonyl-rearranged products.
  • 19
    • 34848832185 scopus 로고    scopus 로고
    • H1-H2 = 4.0-6.5 Hz in trans-systems).
    • H1-H2 = 4.0-6.5 Hz in trans-systems).
  • 23
    • 34848822354 scopus 로고    scopus 로고
    • See the Supporting Information for details
    • See the Supporting Information for details.
  • 27
    • 34848916520 scopus 로고    scopus 로고
    • The anchimeric assistance of neighboring groups in Mitsunobu reactions has been admitted to explain the obtainment of products with retention of configuration
    • The anchimeric assistance of neighboring groups in Mitsunobu reactions has been admitted to explain the obtainment of products with retention of configuration.
  • 28
    • 34848871736 scopus 로고    scopus 로고
    • The stereochemistry of compound 4ha, and as a consequence of its precursor 3ha, was demonstrated by 1D NOESY experiments (see the Supporting Information for details).
    • The stereochemistry of compound 4ha, and as a consequence of its precursor 3ha, was demonstrated by 1D NOESY experiments (see the Supporting Information for details).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.