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Volumn 52, Issue 9, 2011, Pages 960-963

A rearrangement-cycloaddition approach to spiro-fused indanones

Author keywords

Coleophomone; Diels Alder cycloaddition; Indanone; Rearrangement; Spiro fused ring system

Indexed keywords

4 CHROMANONE DERIVATIVE; INDANONE DERIVATIVE;

EID: 79451474707     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.12.086     Document Type: Article
Times cited : (3)

References (40)
  • 3
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    • Japanese Patent JP 11158109 A
    • For the isolation of related members of this family of natural products, see: Kamigaichi, T.; Nakajima, M.; Tani, H. Japanese Patent JP 11158109 A, 1999
    • (1999)
    • Kamigaichi, T.1    Nakajima, M.2    Tani, H.3
  • 13
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    • (1999) Chem. Abstr. , vol.131 , pp. 378444
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    • For the preparation of cyclopentadiene (10) from the corresponding dimer, see: G. Magnusson J. Org. Chem. 50 1985 1998 and references cited therein
    • (1985) J. Org. Chem. , vol.50 , pp. 1998
    • Magnusson, G.1
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    • 84984163798 scopus 로고
    • For a related method to access the ene-dione 15, see: T. Severin, and H. Kullmer Chem. Ber. 104 1971 440 448
    • (1971) Chem. Ber. , vol.104 , pp. 440-448
    • Severin, T.1    Kullmer, H.2
  • 31
    • 79451470847 scopus 로고    scopus 로고
    • Purification of the mixture using flash column chromatography gave the major isomer 16 and an inseparable 1:1 mixture of the isomers 16 and 17. In our hands, the minor isomer 17 could not be separated from the mixture
    • Purification of the mixture using flash column chromatography gave the major isomer 16 and an inseparable 1:1 mixture of the isomers 16 and 17. In our hands, the minor isomer 17 could not be separated from the mixture.
  • 34
    • 79451471118 scopus 로고    scopus 로고
    • A neat sample of the silyl ether 19a, stored at 5 °C over 40 weeks, was quantitatively converted into the secondary alcohol 19b
    • A neat sample of the silyl ether 19a, stored at 5 °C over 40 weeks, was quantitatively converted into the secondary alcohol 19b.
  • 35
    • 79451471073 scopus 로고    scopus 로고
    • note
    • 3) 7.55-7.52 (2H, m, ArH), 7.48 (1H, t, J 7.8, ArH), 7.41-7.37 (2H, m, 2 × ArH), 7.32-7.30 (1H, m, ArH), 7.01 (1H, dd, J 8.2 and 0.6, ArH), 6.79 (1H, d, J 8.2, ArH)
  • 36
    • 79451469975 scopus 로고    scopus 로고
    • note
    • -3. The racemic sample is a spontaneously resolved conglomerate comprising individual crystals that are enantiopure (R,R,R) and (S,S,S). Crystallographic data (excluding structure factors) for this structure have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC 797032. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK, (fax: +44 (0)1223 336033 or e-mail: deposit@ccdc.cam.ac.uk ).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.