Evolution of Titanium(IV) Alkoxides and Raney Nickel for Asymmetric Reductive Amination of Prochiral Aliphatic Ketones
- 1 October 2005
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 7 (22) , 4967-4970
Abstract
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.Keywords
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