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Volumn , Issue 20, 2008, Pages 3111-3114

Aromatics to diquinanes: An expeditious synthesis of tetramethylbicyclo[3. 3.0]octane framework of ptychanolide

Author keywords

Cycloaddition; Diels Alder reaction; Diquinanes; Oxa di methane rearrangement

Indexed keywords


EID: 58149360956     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-0028-1087275     Document Type: Article
Times cited : (14)

References (47)
  • 17
    • 58149337707 scopus 로고    scopus 로고
    • Paquette, L. A.; Doherty, A. M. Polyquinane Chemistry, 26; Hafner, K.; Rees, C. W.; Trost, B. M.; Lehn, J.-M.; Schleyer, P. v. R.; Zahradnik, R., Eds.; Springer: Berlin, 1987.
    • (b) Paquette, L. A.; Doherty, A. M. Polyquinane Chemistry, Vol. 26; Hafner, K.; Rees, C. W.; Trost, B. M.; Lehn, J.-M.; Schleyer, P. v. R.; Zahradnik, R., Eds.; Springer: Berlin, 1987.
  • 37
    • 58149329279 scopus 로고    scopus 로고
    • All the compounds gave satisfactory spectral data. Data of Compound 6 IR (neat, 1735 (br) cm-1. 1H NMR (400 MHz, CDCl3, δ, 5.55 (br s, 1 H, 3.68 (s, 3 H, 3.06 (part of an AB system, J, 5.86 Hz, 1 H, 2.92 (part of an AB system, J, 5.86 Hz, 1 H, 2.77 (dd, J1, 10.26 Hz, J2, 5.87 Hz, 1 H, 2.15 (dd, J1, 13.19 Hz, J2, 10.26 Hz, 1 H, 1.87 (d, J, 1.46 Hz, 3 H, 1.74 (dd, J 1, 12.83 Hz, J2, 5.87 Hz, 1 H, 1.26 (s, 3 H, 1.04 (s, 3 H, 13C NMR 100 MHz, CDCl3, δ, 204.3, 173.8, 146.2, 124.9, 59.1, 51.9, 50.6, 49.6, 45.2, 40.9, 36.7, 17.9, 15.7, 14.4. ESI-HRMS: m/z calcd for C14H19O4: 251.1283 [M, H, found: 251.1277 [M, H
    • +.
  • 41
    • 58149327617 scopus 로고    scopus 로고
    • Armesto, D.; Ortiz, M. J.; Agarrabeitia, A. R. CRC Handbook of Organic Photochemistry and Photobiology; Horspool, W.; Lenci, F., Eds.; CRC: Boca Raton, 2004, 95.1.
    • (b) Armesto, D.; Ortiz, M. J.; Agarrabeitia, A. R. CRC Handbook of Organic Photochemistry and Photobiology; Horspool, W.; Lenci, F., Eds.; CRC: Boca Raton, 2004, 95.1.
  • 42
    • 58149334026 scopus 로고    scopus 로고
    • Singh, V. In CRC Handbook of Organic Photochemistry and Photobiology; Horspool, W.; Lenci, F., Eds.; CRC: Boca Raton, 2004, 78.1.
    • (c) Singh, V. In CRC Handbook of Organic Photochemistry and Photobiology; Horspool, W.; Lenci, F., Eds.; CRC: Boca Raton, 2004, 78.1.
  • 45
    • 58149335696 scopus 로고    scopus 로고
    • +.
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  • 46
    • 58149353098 scopus 로고    scopus 로고
    • Data for Hydrazone Derivative 15 IR (neat, 1731 cm-1. 1H NMR (400 MHz, CDCl3, δ, 10.82 (br s, 1 H, 9.13 (d, J, 2.44 Hz, 1 H, 8.30 (dd, J1, 8.85 Hz, J2, 1.83 Hz, 1 H, 7.97 (d, J, 9.47 Hz, 1 H, 3.69 (s, 3 H, 2.67-2.45 (m, 1 H, 2.41-2.31 (m, 1 H, 2.30-2.25 (m, 2 H, 2.10 (d, J, 18.32 Hz, 1 H, 1.74-1.62 (m, 2 H, 1.19 (d, J, 6.72 Hz, 3 H, 1.10-1.09 (m, 6 H, 1.03 (s, 3 H, 13C NMR 100 MHz, CDCl 3, δ, 176.6, 167.7, 145.2, 137.8, 130.1, 129.0, 123.7, 116.5, 53.4, 53.4, 52.0, 48.3, 47.9, 45.7, 35.8, 35.4, 20.9, 20.8, 14.3, 11.1. ESI-HRMS: m/z calcd for C20H27O6N 4: 419.1931 [M, H, found: 419.1939 [M, H, Crystal Data of Hydrazone Derivative 15 C20H 26N4O6, M 418.45, space group, monoclinic, P 21/c, a
    • 2 = 0.1622. The complete crystal data can be obtained free of charge from The Cambridge Crystallographic data Centre via www.ccdc.cam.ac.uk/data_request/cif quoting the CCDC number 694681.
  • 47
    • 58149346301 scopus 로고    scopus 로고
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.