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Volumn 8, Issue 6, 2006, Pages 1109-1111

Copper(I)-only catalyzed reactions of (E)-2,3-difluoro-3-stannylacrylic ester with acid chlorides and mechanistic studies of the "copper effect" in Stille coupling reactions

Author keywords

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Indexed keywords


EID: 33646443648     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol053023x     Document Type: Article
Times cited : (47)

References (39)
  • 23
    • 33646456236 scopus 로고    scopus 로고
    • Ger. Offen. DE 3239209, 1983
    • (d) Bianchi, M.; Barzaghi, F. Ger. Offen. DE 3239209, 1983.
    • Bianchi, M.1    Barzaghi, F.2
  • 24
    • 33646443411 scopus 로고    scopus 로고
    • note
    • 3, found 240.0598.
  • 25
    • 33646443550 scopus 로고    scopus 로고
    • note
    • Chemicals shifts of 9 are located at -100 and -146 ppm, whereas the chemical shifts of 1 are located at -116 and -138 ppm, respectively.
  • 26
    • 33646460956 scopus 로고    scopus 로고
    • note
    • 15,16b The work reported in ref 16b also suggested an equilibrium process.
  • 27
    • 33646463199 scopus 로고    scopus 로고
    • Ph.D. Thesis, University of Iowa, Iowa City, IA
    • Blumenthal, E. J. Ph.D. Thesis, University of Iowa, Iowa City, IA, 2000, p 104.
    • (2000) , pp. 104
    • Blumenthal, E.J.1
  • 30
    • 0028226811 scopus 로고
    • For reviews of fluorinated alkenylzinc and alkenylcopper reagents, see: (c) Burton, D. J.; Yang, Z.; Morken, P. A. Tetrahedron 1994, 50, 2993-3063.
    • (1994) Tetrahedron , vol.50 , pp. 2993-3063
    • Burton, D.J.1    Yang, Z.2    Morken, P.A.3
  • 31
    • 0042256378 scopus 로고    scopus 로고
    • Chambers, R. D., Ed.; Springer: Berlin
    • (d) Burton, D. J.; Lu, L. In Topics in Current Chemistry; Chambers, R. D., Ed.; Springer: Berlin, 1997; Vol. 193, pp 45-89.
    • (1997) Topics in Current Chemistry , vol.193 , pp. 45-89
    • Burton, D.J.1    Lu, L.2
  • 32
    • 33646438415 scopus 로고    scopus 로고
    • note
    • Chemical shifts of 10 are located at -114 and -145 ppm for the bis and -116 and -144 ppm for the mono reagent, respectively.
  • 33
    • 33646445211 scopus 로고    scopus 로고
    • note
    • Chemical shifts of the trimethyltin ester are located at -118 and -139 ppm. Our attempt to synthesize the pure compound was not successful due to decomposition of the trimethyltin analogue on silica gel.


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