Asymmetric Synthesis of Chiral Primary Amines by Transfer Hydrogenation of N-(tert-Butanesulfinyl) ketimines §

D Guijarro, O Pablo, M Yus

Index: Guijarro, David; Pablo, Oscar; Yus, Miguel Journal of Organic Chemistry, 2010 , vol. 75, # 15 p. 5265 - 5270

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Citation Number: 31

Abstract

The diastereoselective reduction of (R)-N-(tert-butanesulfinyl) ketimines by a ruthenium- catalyzed asymmetric transfer hydrogenation process in isopropyl alcohol, followed by desulfinylation of the nitrogen atom, is an excellent method to prepare highly enantiomerically enriched α-branched primary amines (up to> 99% ee) in short reaction times (1− 4 h).(1 S, 2 R)-1-Amino-2-indanol has been shown to be a very efficient ligand to ...