Asymmetric Hydrogenation ofα-Functionalized Ketones

Significance

The method described here provides a flexible and general entry to α-branched aromatic alcohols, both diastereo- and enantioselectively. The catalyst exhibits comparable efficiency when used in a 5000:1 catalyst-to-substrate ratio, as well as in a 500:1 ratio. Hydrogen pressure does not affect the enantioselectivity of the reaction. Racemic α-amido ketones or α-alkoxy ketones give products in 98% ee and perfect dia­stereoselectivity. It should be noted that this is the first example of anti-selective hydrogenation of α-alkoxy ketones under kinetic dynamic resolution.