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Volumn , Issue 20, 2001, Pages 3789-3795

Cyclobutylidenecyclopropane: New synthesis and use in 1,3-dipolar cycloadditions - A direct route to spirocyclopropane-annulated azepinone derivatives

Author keywords

Cycloadditions; Rearrangements; Small ring systems; Spiro compounds

Indexed keywords

CYCLOPROPANE DERIVATIVE; OXAZOLIDINE DERIVATIVE;

EID: 0034780922     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/1099-0690(200110)2001:20<3789::AID-EJOC3789>3.0.CO;2-O     Document Type: Article
Times cited : (20)

References (44)
  • 20
    • 84985610507 scopus 로고
    • [10a] Cyclobutanone is commercially available (at a cost of ca. USS 140.- per 5 g) or can be prepared in three steps from 1,3-dibromopropane; cf.: L. Fitjer, U. Quabeck, Synthesis 1987, 299-300.
    • (1987) Synthesis , pp. 299-300
    • Fitjer, L.1    Quabeck, U.2
  • 21
    • 0028097929 scopus 로고
    • [10b] Cyclopropyltriphenylphosphonium bromide is commercially available (at a cost of ca. USS 67.- per 25 g) or can be prepared in two steps from 1,3-dibromopropane and triphenylphosphane; cf.: A. Maercker, V. E. E. Daub, Tetrahedron 1994, 50, 2439-2458.
    • (1994) Tetrahedron , vol.50 , pp. 2439-2458
    • Maercker, A.1    Daub, V.E.E.2
  • 22
    • 0001319299 scopus 로고
    • [10c] Ethyl cyclobutanecarboxylate is commercially available (at a cost of ca. USS 120.- per 25 g) or can be prepared in two steps from allyl bromide and diethyl malonate; cf.: D. H. Hunter, V. Patel, R. A. Perry, Can. J. Chem. 1980, 58, 2271-2277.
    • (1980) Can. J. Chem. , vol.58 , pp. 2271-2277
    • Hunter, D.H.1    Patel, V.2    Perry, R.A.3
  • 30
    • 0003024740 scopus 로고    scopus 로고
    • note
    • Cyclobutylidenecyclopropane (7) can be separated from the by-product 8 by preparative gas chromatography.
  • 31
    • 0001048347 scopus 로고
    • b
    • Nitrones 9 and 10 were synthesized by treatment of N-methylhydroxylamine with the corresponding aldehydes. For a general reference on nitrone syntheses see: D. Döpp, H. Döpp, Methoden Org. Chem. (Houben-Weyl) 1990, vol. E 14b/part 2, p. 1372-1544.
    • (1990) Methoden Org. Chem. (Houben-Weyl) , vol.14 E , Issue.2 PART , pp. 1372-1544
    • Döpp, D.1    Döpp, H.2
  • 40
    • 33847581816 scopus 로고    scopus 로고
    • Calculations were performed with the SPARTAN 5.1 package, Wavefunction, Inc., 18401 Von Karman Ave., Ste. 370, Irvine, CA 92612, USA
    • Calculations were performed with the SPARTAN 5.1 package, Wavefunction, Inc., 18401 Von Karman Ave., Ste. 370, Irvine, CA 92612, USA.
  • 41
    • 0004019396 scopus 로고
    • (Ed.: D. W. Jones), Oxford University Press, Oxford
    • -3. Crystallographic data (excluding structure factors) for the structures reported in this paper have been deposited as supplementary publication no. CCDC-162633 with the Cambridge Crystallographic Data Centre. 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].
    • (1994) Organic Crystal Chemistry , pp. 20-37
    • Boese, R.1    Nussbaumer, M.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.