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Volumn 11, Issue 19, 2009, Pages 4454-4457

Synthesis of ketene n,n-aeetals by copper-catalyzed double-amidation of 1,1-dibromo-1-alkenes

Author keywords

[No Author keywords available]

Indexed keywords

ACETAL DERIVATIVE; ALKENE; AMIDE; COPPER;

EID: 70350192268     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol901831s     Document Type: Article
Times cited : (77)

References (37)
  • 1
    • 70350206481 scopus 로고    scopus 로고
    • For a general reference, see: Kantlehner, W. de Meijere, A., Ed.; Thieme: Stuttgart
    • For a general reference, see: Kantlehner, W. In Science of Synthesis: Houben-Weyl Methods of Molecular Transformations; de Meijere, A., Ed.; Thieme: Stuttgart, 2005; Vol.24, pp 571-746.
    • (2005) Science of Synthesis: Houben-Weyl Methods of Molecular Transformations , vol.24 , pp. 571-746
  • 4
    • 0004087670 scopus 로고
    • For a review, see: Huang, Z. T.;Wang, M. X. Rappoport, Z., Ed.; John. Wiley: New York
    • For a review, see: Huang, Z. T.;Wang, M. X. In The Chemistry of Enamines; Rappoport, Z., Ed.; John. Wiley: New York, 1994; pp 1303-1363.
    • (1994) The Chemistry of Enamines , pp. 1303-1363
  • 9
    • 70350195690 scopus 로고
    • Ketene N,N-acetals related to 3 have been prepared by acylation of acetamidines. See: (a)
    • Ketene N,N-acetals related to 3 have been prepared by acylation of acetamidines. See: (a) Miescher, K.; Marxer, A.; Urech, E. Helv. Chim. Acta 1951, 34, 16.
    • (1951) Helv. Chim. Acta , vol.34 , pp. 16
    • Miescher, K.1    Marxer, A.2    Urech, E.3
  • 20
    • 0001572533 scopus 로고    scopus 로고
    • For leading references on the copper-catalyzed amidation of vinyl halides, see : (a)
    • For leading references on the copper-catalyzed amidation of vinyl halides, see : (a) Shen, R.; Porco, J. A., Jr. Org. Lett. 2000, 2, 1333.
    • (2000) Org. Lett. , vol.2 , pp. 1333
    • Shen, R.1    Porco Jr., J.A.2
  • 25
    • 23944442185 scopus 로고    scopus 로고
    • For metal-catalyzed reactions of vinyl dibromides with N-nucleophiles, see: (a)
    • For metal-catalyzed reactions of vinyl dibromides with N-nucleophiles, see: (a) Fang, Y.-Q.; Lautens, M. Org. Lett. 2005, 7, 3549.
    • (2005) Org. Lett. , vol.7 , pp. 3549
    • Fang, Y.-Q.1    Lautens, M.2
  • 29
    • 70350186372 scopus 로고    scopus 로고
    • As pointed out by one reviewer, the yield seems to depend on the nature of the aromatic group of the dibromide. The basis for this difference in reactivity is, however, not well understood at this stage.
    • As pointed out by one reviewer, the yield seems to depend on the nature of the aromatic group of the dibromide. The basis for this difference in reactivity is, however, not well understood at this stage.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.