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Volumn 9, Issue 17, 2007, Pages 3465-3468

Facile synthesis of fluoroalkenes by palladium-catalyzed reductive defluorination of allylic gem-difluorides

Author keywords

[No Author keywords available]

Indexed keywords

ALKENE; FLUORIDE; HALOGENATED HYDROCARBON; PALLADIUM; PEPTIDE;

EID: 34548162887     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol701627v     Document Type: Article
Times cited : (81)

References (32)
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  • 5
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    • Pd-catalyzed C-F bond activation: (a) Hudlicky, M
    • Pd-catalyzed C-F bond activation: (a) Hudlicky, M. J. Fluorine Chem. 1989, 44, 345-359.
    • (1989) J. Fluorine Chem , vol.44 , pp. 345-359
  • 9
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    • Pd-catalyzed cross coupling via C-F bond activation: (a) Widdowson, D. A.; Wilhelm, R. Chem. Commun. 1999, 2211-2212.
    • Pd-catalyzed cross coupling via C-F bond activation: (a) Widdowson, D. A.; Wilhelm, R. Chem. Commun. 1999, 2211-2212.
  • 12
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    • Mi, Kim, Y.; Yu, S. J. Am. Chem. Soc. 2003, 125, 1696-1697.
    • (d) Mi, Kim, Y.; Yu, S. J. Am. Chem. Soc. 2003, 125, 1696-1697.
  • 14
    • 33746283764 scopus 로고    scopus 로고
    • For a recent example of the fluoroalkene synthesis: a, and references cited therein
    • For a recent example of the fluoroalkene synthesis: (a) Yoshida, M.; Komata, A.; Hara, S. Tetrahedron 2006, 62, 8636-8645 and references cited therein.
    • (2006) Tetrahedron , vol.62 , pp. 8636-8645
    • Yoshida, M.1    Komata, A.2    Hara, S.3
  • 20
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    • Yokokoji, O.; Shimizu, T.; Kumai, S. JP 08040952, 1996 [Chem. Abstr. 1996, 124, 316586].
    • (f) Yokokoji, O.; Shimizu, T.; Kumai, S. JP 08040952, 1996 [Chem. Abstr. 1996, 124, 316586].
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    • Jacobsen, E. N, Pfaltz, A, Yamamoto, H, Eds, Springer-Verlag: Berlin, Germany, and references cited therein
    • (d) Paquin, J.-F.; Lautens M. In Comprehensive Asymmetric Catalysis; Jacobsen, E. N., Pfaltz, A., Yamamoto, H., Eds.; Springer-Verlag: Berlin, Germany, 2004: Vol. 2, pp 73-95 and references cited therein.
    • (2004) Comprehensive Asymmetric Catalysis , vol.2 , pp. 73-95
    • Paquin, J.-F.1    Lautens, M.2
  • 28
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    • Formation of defluorinated product 8 could be rationalized by reaction of π-allyl Pd intermediate by hydride at the fluorinated carbon to give allyl fluoride followed by re-reductive defluorination.
    • Formation of defluorinated product 8 could be rationalized by reaction of π-allyl Pd intermediate by hydride at the fluorinated carbon to give allyl fluoride followed by re-reductive defluorination.
  • 29
    • 0029990507 scopus 로고    scopus 로고
    • Involvement of alkoxysilane accounts for the titanium-catalyzed hydrosilylation of imine with PhSiH3, see: Verdaguer, X, Lange, U. E. W, Reding, M. T, Buchwald, S. L. J. Am. Chem. Soc. 1996, 118, 6784-6785
    • 3, see: Verdaguer, X.; Lange, U. E. W.; Reding, M. T.; Buchwald, S. L. J. Am. Chem. Soc. 1996, 118, 6784-6785.
  • 30
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    • For examples of base-catalyzed dehydrogenative coupling of silanes with alcohols, see: (a) Lukevics, E, Dzintara, M. J. Organomet. Chem. 1984, 271, 307-317
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    • Publishing House of the Czechoslovak Academy of Science: Prague, Czechoslovakia
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* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.