Asymmetric imine hydrogenation processes

Details Asymmetric imine hydrogenation processes Asymmetric imine hydrogenation processes

C - Chemistry, Metallurgy

07

C

C07C 209/52 (2006.01) C07C 209/62 (2006.01) C07C 211/03 (2006.01)

Patent

CA 2549929

A process for the catalytic hydrogenation or asymmetric hydrogenation of imines of Formula (I) to the corresponding amines of Formula (II) is provided in which R1 is aryl or heteroaryl; R2 is hydrogen, aryl, heteroaryl, alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl or heterocyclo; and R3 is C1-2 alkyl, C3-10 cycloalkyl and -CH2-C.ident.C-R6 . The catalytic system includes a ruthenium complex containing (1) a diamine and (2) a diphosphine at two monodentate phosphines ligands. Such process also relates to the asymmetric hydrogenation of prochiral imines to the chiral amines using chiral ruthenium complexes bearing chiral diphosphines or chiral monodentate phosphines and chiral diamines.

L'invention concerne un procédé d'hydrogénation catalytique ou asymétrique des imines représentées par la formule (I) en des amines correspondants représentées par la formule (II), dans laquelle R?1¿ représente ; R?2¿ représente aryle ou alkyle, alcényle ou alkynyle cyclique ; et R?3¿ représente alkyle. Le système catalytique selon l'invention comprend un complexe de ruthénium qui contient (1) une diamine et (2) une diphosphine ou deux ligands de phosphines monodentées. Ce procédé comprend également l'hydrogénation asymétrique des imines prochirales en amines chirales au moyen de complexes de ruthénium chiraux comprenant des diphosphines chirales ou des phosphines monodentées chirales et des diamines chirales.

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