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Volumn 69, Issue 11, 2004, Pages 3726-3734

Electrooxidative coupling of furans and silyl enol ethers: Application to the synthesis of annulated furans

Author keywords

[No Author keywords available]

Indexed keywords

CYCLIC VOLTAMMETRY; ELECTROCHEMISTRY; ETHERS; MOLECULAR STRUCTURE; OXIDATION; STEREOCHEMISTRY; SYNTHESIS (CHEMICAL);

EID: 2442712718     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo049889i     Document Type: Article
Times cited : (67)

References (46)
  • 4
    • 0000889160 scopus 로고    scopus 로고
    • [4+3] cycloaddition reactions
    • Paquette, L. A., Ed.; John Wiley & Sons: New York
    • (b) For a review of furan [4+3] reactions see: Rigby, J. H.; Pigge, F. C. [4+3] Cycloaddition Reactions. In Organic Reactions; Paquette, L. A., Ed.; John Wiley & Sons: New York, 1997; Vol. 51, p 351.
    • (1997) Organic Reactions , vol.51 , pp. 351
    • Rigby, J.H.1    Pigge, F.C.2
  • 17
    • 85039513485 scopus 로고    scopus 로고
    • note
    • Prepared from 3-bromofuran by lithiation and reaction with ethylene oxide followed by conversion to the bromide and then the Grignard reagent. See the Experimental Section for details.
  • 29
    • 0034545467 scopus 로고    scopus 로고
    • For an excellent review see: Moeller, K. D. Tetrahedron 2000, 56, 9527.
    • (2000) Tetrahedron , vol.56 , pp. 9527
    • Moeller, K.D.1
  • 32
    • 85039522348 scopus 로고    scopus 로고
    • note
    • We have found that the furyl ketone products are very susceptible to air oxidation at the activated bridgehead position and cannot be stored for long periods of time. Purging of chromatography and other solvents improves the yield by 10-15%. Subsequent reduction or ketalization of the ketone eliminates this problem.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.