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Volumn 12, Issue 5, 2010, Pages 992-995

Rh(I)-catalyzed decarboxylative transformations of arenecarboxylic acids: Ligand- and reagent-controlled selectivity toward hydrodecarboxylation or heck-mizoroki products

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EID: 77749254929     PISSN: 15237060     EISSN: 15237052     Source Type: Journal    
DOI: 10.1021/ol100001b     Document Type: Article
Times cited : (116)

References (42)
  • 2
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    • Selected early reports on metal-mediated decarboxylation: (a) (Cu): Nilsson, M
    • Selected early reports on metal-mediated decarboxylation: (a) (Cu): Nilsson, M. Acta Chem. Scand. 1966, 20, 423.
    • (1966) Acta Chem. Scand , vol.20 , pp. 423
  • 37
    • 56449123856 scopus 로고    scopus 로고
    • Mechanism study on β-H elimination of Pt(II) enolates: Alexanian, E. J.; Hartwig, J. F. J. Am. Chem. Soc. 2008, 130, 15627.
    • Mechanism study on β-H elimination of Pt(II) enolates: Alexanian, E. J.; Hartwig, J. F. J. Am. Chem. Soc. 2008, 130, 15627.
  • 38
    • 77749264018 scopus 로고    scopus 로고
    • See ref 9 for a discussion on the potential roles of added NaOH.
    • See ref 9 for a discussion on the potential roles of added NaOH.
  • 39
    • 77749257477 scopus 로고    scopus 로고
    • 2O, with near-quantitative deuterium incorporation at the expected 2-position (see Supporting Information).
    • 2O, with near-quantitative deuterium incorporation at the expected 2-position (see Supporting Information).
  • 40
    • 36849051972 scopus 로고    scopus 로고
    • Pd-catalyzed decarboxylative allylation of nitrobenzene acetic esters: Waetzig, S. R.; Tunge, J. A. J. Am. Chem. Soc 2007, 129, 14860.
    • Pd-catalyzed decarboxylative allylation of nitrobenzene acetic esters: Waetzig, S. R.; Tunge, J. A. J. Am. Chem. Soc 2007, 129, 14860.
  • 41
    • 77749288495 scopus 로고    scopus 로고
    • For example, the DIPHOS, DPPP, and DPPB ligands, while being the best ligands to promote hydrodecarboxylation Table 1, gave good to excellent overall yields yet very poor selectivities. In contrast, BIPHEP and racemic BINAP ligands efficiently promoted the formation of conjugate addition byproduct. Please see ref 9 for details
    • For example, the DIPHOS, DPPP, and DPPB ligands, while being the best ligands to promote hydrodecarboxylation (Table 1), gave good to excellent overall yields yet very poor selectivities. In contrast, BIPHEP and racemic BINAP ligands efficiently promoted the formation of conjugate addition byproduct. Please see ref 9 for details.
  • 42
    • 77749264019 scopus 로고    scopus 로고
    • (R,R)-DIOP = (4R,5R)-(-)-4,5- bis(diphenylphosphanylmethyl)-2,2dimethyl- 1,3-dioxolane.
    • (R,R)-DIOP = (4R,5R)-(-)-4,5- bis(diphenylphosphanylmethyl)-2,2dimethyl- 1,3-dioxolane.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.