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Volumn , Issue 12, 2001, Pages 2283-2292

Facile synthesis of bicyclic and tricyclic skeletons by cycloisomerizations of hept-1-en-6-ynes and 4,9-diheteradodeca-1,11-dien-6-ynes, followed by [4 + 2] cycloadditions

Author keywords

Catalysis; Cyclizations; Cycloisomerization; Diels Alder reactions; Enynes; Palladium

Indexed keywords

ACRYLIC ACID METHYL ESTER; CARBOXYLIC ACID DERIVATIVE; CYCLOPROPANE DERIVATIVE; LACTONE DERIVATIVE; PALLADIUM;

EID: 0034967347     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200106)2001:12<2283::AID-EJOC2283>3.0.CO;2-G     Document Type: Article
Times cited : (42)

References (49)
  • 27
    • 0004801277 scopus 로고    scopus 로고
    • note
    • [1j]
  • 28
    • 0004811899 scopus 로고    scopus 로고
    • note
    • 13C NMR spectra of both regioisomers each showed only one set of peaks, the relative configuration was proven by COSY-NMR measurements.
  • 29
    • 0004780920 scopus 로고    scopus 로고
    • note
    • 3 when terminally substituted enynes were cycloisomerized.
  • 30
    • 0004772615 scopus 로고    scopus 로고
    • note
    • NOESY-NMR measurements revealed a cis-lactone ring juncture.
  • 32
    • 0000048482 scopus 로고
    • (Eds.: B. M. Trost, I. Fleming), Pergamon Press, Oxford
    • Cf. W. R. Roush, in: Comprehensive Organic Synthesis (Eds.: B. M. Trost, I. Fleming), vol. 5, Pergamon Press, Oxford, 1991, pp. 513-550.
    • (1991) Comprehensive Organic Synthesis , vol.5 , pp. 513-550
    • Roush, W.R.1
  • 33
    • 0003536850 scopus 로고
    • Pergamon Press, Oxford
    • In spite of such a conformation being preferred (cf.: P. Deslongchamps, Stereoelectronic Effects in Organic Chemistry, Pergamon Press, Oxford, 1983, p. 54), such systems have been shown to undergo intramolecular Diels-Alder reactions readily;
    • (1983) Stereoelectronic Effects in Organic Chemistry , pp. 54
    • Deslongchamps, P.1
  • 35
    • 0004750450 scopus 로고    scopus 로고
    • note
    • Crystallographic data (excluding structure factors) for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-151406. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK [Fax: (internat.) + 44-1223/336-033; E-mail: deposit@ccdc.cam.ac.uk].
  • 42
    • 0004818409 scopus 로고    scopus 로고
    • note
    • 13C NMR signal intensities.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.