Asymmetric Transfer Hydrogenation of Benzaldehydes

Abstract
A combined system of RuCl[(R,R)-YCH(C6H5)CH(C6H5)NH2](η6-arene) (Y = NSO2C6H4-4-CH3 or O) and t-C4H9OK catalyzes the asymmetric transfer hydrogenation of various benzaldehyde-1-d derivatives with 2-propanol to yield (R)-benzyl-1-d alcohols in 95−99% ee and with >99% isotopic purity. Reaction of benzaldehydes with a DCO2D-triethylamine mixture and the R,R catalyst affords the S deuterated alcohols in 97−99% ee.