4.7 Article

Transfer hydrogenation of α-branched ketimines:: Enantioselective synthesis of cycloalkylamines via dynamic kinetic resolution

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 347, Issue 15, Pages 1917-1920

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200505291

Keywords

amines; asymmetric catalysis; dynamic kinetic resolution; iridium; ruthenium; transfer hydrogenation

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The transfer hydrogenation of 2-substituted bicyclic and monocyclic ketimines using HCO2H/ Et3N as the hydrogen source and TsDPEN-based Ru(II) and Ir(III) catalysts proceeds with dynamic kinetic resolution to afford the corresponding cis-cycloalkylamines with moderate to excellent levels of diastero- and enantioselectivity. A one-pot procedure starting from ketones as starting materials with in situ formation of the reacting imines has also been developed.

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