Ruthenium-catalyzed asymmetric hydrogenation of N-(3,4-dihydro-2-naphthalenyl)-acetamide
X. Sala, I. Serrano, M. Rodríguez, I. Romero, A. Llobet, P. W.N.M. van Leeuwen
Catal. Commun. 2008, 9, 117-119
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-delta-[RuIICl{(R)-(bpea)}{(S)-(BINAP)}]BF4, cis-fac-delta-(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.