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Volumn 71, Issue 14, 2006, Pages 5162-5170

Generation of acyloxyketenes from unstable mesoionic 1,3-dioxolium-4-olates and their reaction with ketenophiles to give [2 + 2] cycloadducts

Author keywords

[No Author keywords available]

Indexed keywords

ACYLOXYKETENES; CYCLOPENTADIENE; MESOIONIC 1,3-DIOXOLIUM-4-OLATES; PHENYLDIAZOACETIC;

EID: 33745700332     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo060074e     Document Type: Article
Times cited : (17)

References (53)
  • 3
    • 0001658954 scopus 로고
    • Snyder, J. P., Ed.; Academic Press; New York
    • (a) Ohta, M.; Kato, H. Nonbezenoid Aromatics I: Snyder, J. P., Ed.; Academic Press; New York. 1969; 117.
    • (1969) Nonbezenoid Aromatics I , pp. 117
    • Ohta, M.1    Kato, H.2
  • 4
    • 0342548737 scopus 로고
    • Katritzky, A. R., Boulton, A. J., Ed.; Academic Press: New York
    • (b) Ollis, W. D.; Ramsden, C. A. In Advances in Heterocyclic Chemistry; Katritzky, A. R., Boulton, A. J., Ed.; Academic Press: New York, 1976, Vol. 19, p 1.
    • (1976) Advances in Heterocyclic Chemistry , vol.19 , pp. 1
    • Ollis, W.D.1    Ramsden, C.A.2
  • 39
    • 33745723024 scopus 로고    scopus 로고
    • Unpublished results
    • Unpublished results.
  • 40
    • 84982337254 scopus 로고
    • Schank, K. Ann. 1969, 723, 205.
    • (1969) Ann. , vol.723 , pp. 205
    • Schank, K.1
  • 41
    • 0347237640 scopus 로고
    • Naidorf-Meir, S. Hassner, A. J. Org. Chem. 1992, 57, 5102. NMR spectrum of the adduct between dihydrofuran and phenylchloroketene showed very similar pattern. Chemical shifts of the furan ring protons of the adduct: δ 5.08 (d, J = 6 Hz, H-1), 4.35 (dddt, J = 9.5, 6, 1.5, 0.5 Hz, H-5), 3.95 (ddd, J = 10, 8, 2 Hz, H-3 eq), 3.40 (dddt, J = 11, 9.6, 0.5 Hz, H-3 ax), 2.27 (ddddd, J = 13, 7, 4.5, 2, 0.5 Hz, H-4 eq), 2.04 (dddd, J = 13, 10.5, 9, 8 Hz, H-4 ax).
    • (1992) J. Org. Chem. , vol.57 , pp. 5102
    • Naidorf-Meir, S.1    Hassner, A.2
  • 43
    • 33745680596 scopus 로고    scopus 로고
    • note
    • (b) Crystallographic data for compound 18c have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication number CCDC 218209. Copies of the data can be obtained, free of charge, on application to CCDC, 12 Union Road, Cambridge CB2 IEZ, UK (fax: +44(0)-1223-336033 or e-mail: deposit@ ccdc.cam.ac.uk).


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.