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Transfer Hydrogenation of α-Branched Ketimines: Enantioselective Synthesis of Cycloalkylamines via Dynamic Kinetic Resolution

✍ Scribed by Abel Ros; Antonio Magriz; Hansjörg Dietrich; Mark Ford; Rosario Fernández; José M. Lassaletta

Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
86 KB
Volume
347
Category
Article
ISSN
1615-4150

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✦ Synopsis

Abstract

The transfer hydrogenation of 2‐substituted bicyclic and monocyclic ketimines using HCO~2~H/ Et~3~N 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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