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Volumn 135, Issue 29, 2013, Pages 10642-10645

Ligand-controlled palladium-catalyzed regiodivergent suzuki-miyaura cross-coupling of allylboronates and aryl halides

Author keywords

[No Author keywords available]

Indexed keywords

ALLYLBORONATES; ARYL HALIDES; CATALYST SYSTEM; COUPLING PRODUCT; ORTHOGONAL SETS; PALLADIUM-CATALYZED; SUZUKI-MIYAURA COUPLING; SUZUKI-MIYAURA CROSS-COUPLING;

EID: 84880817719     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja405950c     Document Type: Article
Times cited : (145)

References (36)
  • 4
    • 27644475970 scopus 로고    scopus 로고
    • Ed. Wiley-VCH: Weinheim, Germany.
    • Boronic Acids; Hall, D. G., Ed.; Wiley-VCH: Weinheim, Germany, 2005.
    • (2005) Boronic Acids
    • Hall, D.G.1
  • 8
    • 84855607478 scopus 로고    scopus 로고
    • For a recent study on the Suzuki-Miyaura coupling of allylboronates where regioselectivity was dictated by the substitution pattern of substrates: Glasspoole, B. W.; Ghozati, K.; Moir, J. M.; Crudden, C. M. Chem. Commun. 2012, 48, 1230
    • (2012) Chem. Commun. , vol.48 , pp. 1230
    • Glasspoole, B.W.1    Ghozati, K.2    Moir, J.M.3    Crudden, C.M.4
  • 35
    • 0020173674 scopus 로고
    • To rule out the possibility that 3-substituted allylboronates are configurationally unstable under these reaction conditions, 4- tert -butyl-1-bromobenzene was treated with 1.5 equiv of 12b under conditions A and B, and the reaction was stopped at partial conversion. Only 12b was recovered, and no 12a was observed. Further, the E / Z ratio of allylated products did not change over the course of the reaction, indicating the coupling products were configurationally stable under these conditions. For a review on the configurational stability of allylmetals, see: Hoffmann, R. W. Angew. Chem., Int. Ed. 1982, 21, 555
    • (1982) Angew. Chem., Int. Ed. , vol.21 , pp. 555
    • Hoffmann, R.W.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.