Evolution of Titanium(IV) Alkoxides and Raney Nickel for Asymmetric Reductive Amination of Prochiral Aliphatic Ketones

Autor: Nugent, T. C., Wakchaure, V. N., Ghosh, A. K., Mohanty, R. R.
Zdroj: Organic Letters; October 2005, Vol. 7 Issue: 22 p4967-4970, 4p
Abstrakt: A new method for the one-pot asymmetric reductive amination of prochiral aliphatic ketones has been developed. The previously unexplored reagent combination of Ti(OiPr)4/Raney Ni/H2 in the presence of (R)- or (S)-α-methylbenzylamine provides good to excellent yield (76−90%) and diastereomeric excess (72−98%). The second step, hydrogenolysis, provides the corresponding primary amine in high yield (88−93%) and with uncompromised enantiomeric excess.
Databáze: Supplemental Index