메뉴 건너뛰기
Tetrahedron Letters
Volumn 28, Issue 43, 1987, Pages 5175-5176
Preparation of cyclic ethers via oxidative cyclisation of 2-(4-hydroxyalkyl) and 2-(5-hydroxyalkyl)furans with ddq.
Author keywords

[No Author keywords available]
Indexed keywords

EID: 3142546990     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)95621-1     Document Type: Article
Times cited : (14)
References (12)
  • 7
    • 77954924485 scopus 로고
    • Synthesis of Substituted Tetrahydrofurans and Tetrahydropyrans 1. Oxidative Cyclization of p-Methoxystyrene Derivatives with DDQ
    • (1985) HETEROCYCLES , vol.23 , pp. 553
    • Oikawa1    Horita2    Yonemitsu3
  • 8
    • 84919134878 scopus 로고    scopus 로고
    • General Procedure: The substrate was stirred with DDQ (1.5 equiv.) at room temperature in dioxan until chromatography indicated complete disappearance of starting material (5 – 24 h.). The precipitated hydroquinone was filtered off and the excess DDQ removed by passing the reaction mixture through a plug of activated charcoal. After removal of solvent in vacuo the product was purified by chromatography or short path distillation, depending upon volatility of the product and its stability on silica.
  • 9
    • 84919134877 scopus 로고    scopus 로고
    • All novel compounds isolated gave spectroscopic and microanalytical data in keeping with their assigned structures, except for (1d) and (2c) which were too unstable to permit elemental analysis.
  • 10
    • 0014072079 scopus 로고
    • For a review including DDQ mediated oxidations of allylic alcohols see
    • (1967) Chem. Rev. , vol.67 , pp. 153
    • Walker1    Hiebert2
  • 12
    • 84919101704 scopus 로고
    • 3) 1.65 (4H, m), 2.56 (2H, m) 3.51 (2H, m), 3.80 (3H, s), 3.84 (3H, s), 6.12 (1 H, d, 6.3Hz), 6.83 (2H, d, 8.8Hz), 6.93 (2H, d, 8.8Hz) 7.08 (2H, d, 8.8Hz), 7.28 (2H, d, 6.3Hz), 7.41 (2H, d, 8.8Hz); δC (62.5 MHz) 27.9 (t), 29.1 (t), 34.6 (t), 55.2 (q), 55.3 (q), 64.5 (t), 109.2 (s), 113.8 (d), 114.2 (d), 121.3 (d), 127.3 (d), 127.9 (s), 129.3 (d), 134.3 (s), 157.8 (s), 160.5 (s), 170.8 (s).
    • (1975) J. Amer. Chem. Soc. , vol.40 , pp. 1454
    • Taylor1    Andrade2    Rail3    Turchi4    Stelion5    Jagdmann6    McKillop7

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.