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Volumn 8, Issue 24, 2006, Pages 5573-5575

Synthesis of novel pentafluorosulfanylfurans. Two retro-Diels-Alder approaches

Author keywords

[No Author keywords available]

Indexed keywords

DYES, REAGENTS, INDICATORS, MARKERS AND BUFFERS; FREE RADICAL; FURAN DERIVATIVE; HETEROCYCLIC COMPOUND;

EID: 33846026339     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0622662     Document Type: Article
Times cited : (35)

References (26)
  • 14
    • 33845989594 scopus 로고    scopus 로고
    • 5,16
    • 5,16
  • 17
    • 33845983052 scopus 로고    scopus 로고
    • 5Cl. The exo- and endo-adducts could be readily separated by silica gel chromatography
    • 5Cl. The exo- and endo-adducts could be readily separated by silica gel chromatography
  • 18
    • 33846001113 scopus 로고    scopus 로고
    • 2a: 1H NMR, δ 2.10-2.38 (m, 2H, CH2, 3.53 (dd, J, 8.7, 5.1 Hz, 1H, CH(CN, 3.74-3.90 (m, 1H, CH(SF5, 4.76 (dd, J, 5.1 Hz, 1H, CHCl, 4.96 (d, J, 5.3 Hz, 1H, bridgehead-CH, 5.27 (d, J, 5.3 Hz, 1H, bridgehead-CH, 19F NMR, δ +58.9 (d, J, 152 Hz, 4F, 81.5 (pent, J, 152 Hz, 1F, 2b: 1H NMR, δ 2.10-2.38 (m, 1H, 2.77 (dd, J, 13.5, 9.0 Hz, 1H, 2.91 (dd, J, 9.0, 3.9 Hz, 1H, CHCN, 3.74-3.90 (m, 1H, CHSF5, 4.72 (t, J, 5.1 Hz, 1H, CHCl, 4.87 (t, J, 5.3 Hz, 1H, bridgehead-CH, 5.32 (s, 1H, bridgehead-CH, 19F NMR, δ +59.6 (d, J, 153 Hz, 4F, 81.3 (pent, J, 153 Hz, 1F, Anal, mixture of 2a and 2b) calcd for C7H 7F5ClNOS: C, 29.64; H, 2.49; N, 4.94. Found: C, 29.95; H, 2.29; N, 4.71. 3a: 1H NMR, δ 2.11 dd, J, 12.0
    • + = 193.9841; found, 193.9850.
  • 19
    • 33846029254 scopus 로고    scopus 로고
    • 5OS: C, 28.85; H, 2.42. Found: C, 29.00; H, 2.19.
    • 5OS: C, 28.85; H, 2.42. Found: C, 29.00; H, 2.19.
  • 25
    • 33845988138 scopus 로고    scopus 로고
    • Not having been isolated or observed indirectly, the regiochemistry of the intermediate Diels-Alder adduct cannot be known
    • Not having been isolated or observed indirectly, the regiochemistry of the intermediate Diels-Alder adduct cannot be known.
  • 26
    • 33846008515 scopus 로고    scopus 로고
    • + = 231.0533, found 231.0541.
    • + = 231.0533, found 231.0541.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.