Ruthenium-catalyzed asymmetric hydrogenation of N-(3,4-dihydro-2-naphthalenyl)-acetamide

Xavier Sala, Isabel Serrano, Montserrat Rodríguez, Isabel Romero, Antoni Llobet, Piet W.N.M. van Leeuwen

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10 Citations (Scopus)

Abstract

The enantioselective hydrogenation of a challenging enamide (N-(3,4-dihydro-2-naphthalenyl)-acetamide, 1) bearing an endocyclic trisubstituted carbon-carbon double bond has been performed using cis-fac-Δ-[RuIICl{(R)-(bpea)}{(S)-(BINAP)}] BF4, cis-fac-Δ-(R)-(S)-3, as catalyst achieving good conversions and enantioselectivities up to 74%. Furthermore, the study of the influence of different reaction parameters during the hydrogenation reaction has been performed, showing a strong influence of the coordinating ability of the solvent on the reaction rate. © 2007 Elsevier B.V. All rights reserved.
Original languageEnglish
Pages (from-to)117-119
JournalCatalysis Communications
Volume9
Issue number1
DOIs
Publication statusPublished - 1 Jan 2008

Keywords

  • Asymmetric catalysis
  • Enamide hydrogenation
  • Ruthenium

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