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Volumn 11, Issue 17, 2009, Pages 3814-3817

Copper-catalyzed N-Allenylation of allylic sulfonamides

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EID: 69449083114     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol901294j     Document Type: Article
Times cited : (35)

References (59)
  • 4
  • 38
    • 64349113818 scopus 로고    scopus 로고
    • For preparation of allenamides, see: (a)
    • For preparation of allenamides, see: (a) Armstrong, A.; Emmerson, D. P. G. Org. Lett. 2009, 11, 1547.
    • (2009) Org. Lett. , vol.11 , pp. 1547
    • Armstrong, A.1    Emmerson, D.P.G.2
  • 46
    • 0030006938 scopus 로고    scopus 로고
    • For preparation of N-allylsulfonamides, see the following. Aryl substituted
    • For preparation of N-allylsulfonamides, see the following. Aryl substituted: Busacca, C. A.; Dong, Y. Tetrahedron Lett. 1996, 37, 3947.
    • (1996) Tetrahedron Lett. , vol.37 , pp. 3947
    • Busacca, C.A.1    Dong, Y.2
  • 47
    • 0000776614 scopus 로고    scopus 로고
    • Alkyl substituted
    • (b) Alkyl substituted: Lei, A.; Lu, X Org. Lett. 2000, 2, 2357.
    • (2000) Org. Lett. , vol.2 , pp. 2357
    • Lei, A.1    Lu, X.2
  • 49
    • 69449084277 scopus 로고    scopus 로고
    • Using 1.5 equiv of bromoallene gave product 5 in 76% yield
    • Using 1.5 equiv of bromoallene gave product 5 in 76% yield.
  • 50
    • 69449098215 scopus 로고    scopus 로고
    • 3N) resulted in isomerized product. Chromatography on basic alumina (pH = 9.5) was therefore chosen
    • 3N) resulted in isomerized product. Chromatography on basic alumina (pH = 9.5) was therefore chosen.
  • 51
    • 69449099808 scopus 로고    scopus 로고
    • No product formation was observed when the copper catalyst was removed from the system
    • No product formation was observed when the copper catalyst was removed from the system.
  • 55
    • 0035805286 scopus 로고    scopus 로고
    • For copper(III) intermediate in oxidative addition of organohalides to copper(I), see: (a)
    • For copper(III) intermediate in oxidative addition of organohalides to copper(I), see: (a) Karlström, A. S. E.; Bäckvall, J. E Chem.-Eur. J. 2001, 7, 1981.
    • (2001) Chem.-Eur. J. , vol.7 , pp. 1981
    • Karlström, A.S.E.1    Bäckvall, J.E.2
  • 56
    • 35048836256 scopus 로고    scopus 로고
    • For copper(III) intermediates in cuprate additions to enones, see
    • (b) Gärtner, T.; Henze, W.; Gschwind, R. M. J. Am. Chem. Soc. 2007, 129, 11362. For copper(III) intermediates in cuprate additions to enones, see:
    • (2007) J. Am. Chem. Soc. , vol.129 , pp. 11362
    • Gärtner, T.1    Henze, W.2    Gschwind, R.M.3
  • 59
    • 69449094626 scopus 로고    scopus 로고
    • And 2 equiv of p-benzoquinone in THF at 55°C afforded the the pyrroline product 1-tosyl-3-(2-isopropenyl4-vinyl-2-pyrroline) in 89% yield: Persson, A. K. Å
    • 2
    • 2 and 2 equiv of p-benzoquinone in THF at 55°C afforded the the pyrroline product (1-tosyl-3-(2-isopropenyl4-vinyl- 2-pyrroline) in 89% yield: Persson, A. K. Å; Bäckvall, J. E. Unpublished results.
    • Bäckvall, J. E. Unpublished Results.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.