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Volumn , Issue 13, 2001, Pages 2501-2506

Facile synthesis of 7-dimethylamino-endo-tricyclo[5.2.2.01,6]-undec-10-en-9-ones

Author keywords

Alkynes; Carbene complexes; Cyclization; Electrocyclic reactions

Indexed keywords

7 DIMETHYLAMINO ENDO TRICYCLO[5.2.2.0 1,6]UNDEC 10 EN 9 ONE DERIVATIVE; ALKYNE DERIVATIVE; CARBENE; UNCLASSIFIED DRUG;

EID: 0034963194     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200107)2001:13<2501::AID-EJOC2501>3.0.CO;2-O     Document Type: Article
Times cited : (8)

References (25)
  • 3
    • 0000036185 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 2000, 39, 3964-4002.
    • (2000) Angew. Chem. Int. Ed. , vol.39 , pp. 3964-4002
  • 14
    • 0033519325 scopus 로고    scopus 로고
    • Angew. Chem. Int. Ed. 1999, 38, 1285-1287.
    • (1999) Angew. Chem. Int. Ed. , vol.38 , pp. 1285-1287
  • 18
    • 20144382256 scopus 로고    scopus 로고
    • note
    • Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication nos. CCDC-142652 (5d) and -149648 (5i). 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].
  • 19
    • 17344367543 scopus 로고
    • It is well-known that the 1,5-hydrogen shift in many substituted cyclopentadienes is fast even at room temperature. For a detailed discussion of thermal sigmatropic rearrangements, including 1,5-hydrogen shifts, see: C. W. Spangler, Chem. Rev. 1976, 76, 187-217.
    • (1976) Chem. Rev. , vol.76 , pp. 187-217
    • Spangler, C.W.1
  • 20
    • 0003787137 scopus 로고
    • Wiley, London
    • It is well documented that a donor substituent activates a 1,3-diene more when placed in the 1-position than in the 3-position, and a dimethylamino group is a more efficient donor than an ethoxy group. For a detailed discussion, see: I. Fleming, Frontier Orbitals and Organic Chemical Reactions, Wiley, London, 1976.
    • (1976) Frontier Orbitals and Organic Chemical Reactions
    • Fleming, I.1
  • 22
    • 33845551817 scopus 로고
    • Both the steric and the electronic effects play an important role for the facial stereoselectivity of the Diels-Alder reaction of substituted cyclopentadienes with dienophiles. For a detailed discussion, see: R. Gleiter, L. A. Paquette, Acc. Chem. Res. 1983, 16, 328-334.
    • (1983) Acc. Chem. Res. , vol.16 , pp. 328-334
    • Gleiter, R.1    Paquette, L.A.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.