Asymmetric imine hydrogenation processes

Details Asymmetric imine hydrogenation processes Asymmetric imine hydrogenation processes

2004-12-15

2010-10-19

Parsa, Jafar (Department: 1621)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C548S577000, C564S375000

Reexamination Certificate

active

07816533

ABSTRACT:
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 R1is aryl; R2is aryl, cyclic, alkyl, alkenyl or alkynyl; and R3is alkyl. The catalytic system includes a ruthenium complex containing (1) a diamine and (2) a diphosphine or 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.

REFERENCES:
patent: 6528687 (2003-03-01), Cobley et al.
patent: 6528689 (2003-03-01), Chaudhari et al.
patent: 7256311 (2007-08-01), Abdur-Rashid et al.
patent: WO02/08169 (2002-01-01), None
patent: WO03/097571 (2003-11-01), None
patent: WO 03/097571 (2003-11-01), None
Tararov et al., Phosphines versus phosphinites as ligands in the rhodium catalyzed asymmetric hydrogenation of imines a systematic study, Tetrahedron: Asymmetry (1999), 10(20), 4009-4015.
Abdur-Rashid, K., “RuHC (diphosphine)(diamine): Catalyst precursors for the steroselective hydrogentation of ketones and imines”, Organometallics, 2001, vol. 20, pp. 1047-1049.
Christopher J. Cobley and Julian P. Henschke. Adv.Synth. Catal. 2003. 345:195-201.

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