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Ruthenium-NHC Catalyzed α‑Alkylation of Methylene Ketones Provides Branched Products through Borrowing Hydrogen Strategy

Schlepphorst, Christoph ; Maji, Biplab ; Glorius, Frank

ACS catalysis, 2016-07, Vol.6 (7), p.4184-4188 [Periódico revisado por pares]

American Chemical Society

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  • Título:
    Ruthenium-NHC Catalyzed α‑Alkylation of Methylene Ketones Provides Branched Products through Borrowing Hydrogen Strategy
  • Autor: Schlepphorst, Christoph ; Maji, Biplab ; Glorius, Frank
  • É parte de: ACS catalysis, 2016-07, Vol.6 (7), p.4184-4188
  • Descrição: The α-alkylation of a broad range of methylene ketones was achieved using a ruthenium­(II)-NHC catalyst under borrowing hydrogen conditions. Primary alcohols served as alkylating agents and could be used in a one-to-one stoichiometry with respect to the ketone. The selectivity of the process for methyl over branched ketones enabled a one-pot double alkylation protocol utilizing two different alcohols with a single catalyst. Moreover, this methodology could be applied directly to the one-step synthesis of donepezil, the best-selling drug for the treatment of Alzheimer’s disease.
  • Editor: American Chemical Society
  • Idioma: Inglês

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