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Volumn 4, Issue 6, 2002, Pages 953-955

Lewis acid promoted annulation of p-quinoneimines by allylsilanes: A facile entry into benzofused heterocycles

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ARTICLE;

EID: 0041308181     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol025503j     Document Type: Article
Times cited : (40)

References (61)
  • 18
    • 0001607781 scopus 로고
    • Boger, D. L.; Coleman, R. S. J. Am. Chem. Soc. 1988, 110, 4796. Also see: Boger, D. L.; Zarrinmayeh, H. J. Org. Chem. 1990, 55, 1379.
    • (1988) J. Am. Chem. Soc. , vol.110 , pp. 4796
    • Boger, D.L.1    Coleman, R.S.2
  • 19
    • 0025338065 scopus 로고
    • Boger, D. L.; Coleman, R. S. J. Am. Chem. Soc. 1988, 110, 4796. Also see: Boger, D. L.; Zarrinmayeh, H. J. Org. Chem. 1990, 55, 1379.
    • (1990) J. Org. Chem. , vol.55 , pp. 1379
    • Boger, D.L.1    Zarrinmayeh, H.2
  • 41
  • 54
    • 0041540776 scopus 로고    scopus 로고
    • note
    • For characterization data, see Supporting Information.
  • 55
    • 0011460121 scopus 로고
    • Denmark has spectroscopically studied the metal enolate formed by Lewis acid addition of allyltrimethylsilane to enones: Denmark, S. E.; Almstead, N. G. Tetrahedron 1992, 48, 5565.
    • (1992) Tetrahedron , vol.48 , pp. 5565
    • Denmark, S.E.1    Almstead, N.G.2
  • 56
    • 0041540780 scopus 로고    scopus 로고
    • note
    • The authors are thankful to a reviewer for suggesting this pathway.
  • 57
    • 0043043727 scopus 로고    scopus 로고
    • note
    • The ability of allylsilanes to act as either two-or three-atom components in formal dipolar cycloaddition is well precedented. It is, however, noteworthy that the versatility of the quinoneimine and the multiple reaction profiles they elicit are predicated by the availability of different nucleophilic sites and the possibility of tautomerization.
  • 61
    • 0041540777 scopus 로고    scopus 로고
    • note
    • This contrasts with the low nucleophilicity of the imine nitrogen, which plays a crucial role in the scheme of events as mentioned earlier.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.