Issue 10, 2011

Asymmetric aza-Henry reaction of chiral fluoroalkyl α,β-unsaturated N-tert-butanesulfinylketoimines: an efficient approach to enantiopure fluoroalkylated α,β-diamines and α,β-diamino acids

Abstract

The aza-Henry reaction of chiral fluoroalkyl α,β-unsaturated N-tert-butanesulfinyl ketoimines and nitromethane was achieved in the presence of 0.2 equivalent of anhydrous potassium carbonate to give the corresponding adducts diastereoselectively in high yields. Transformations which highlighted the synthetic potential of these aza-Henry adducts were also performed.

Graphical abstract: Asymmetric aza-Henry reaction of chiral fluoroalkyl α,β-unsaturated N-tert-butanesulfinyl ketoimines: an efficient approach to enantiopure fluoroalkylated α,β-diamines and α,β-diamino acids

Supplementary files

Article information

Article type
Communication
Submitted
25 Jan 2011
Accepted
23 Mar 2011
First published
23 Mar 2011

Org. Biomol. Chem., 2011,9, 3625-3628

Asymmetric aza-Henry reaction of chiral fluoroalkyl α,β-unsaturated N-tert-butanesulfinyl ketoimines: an efficient approach to enantiopure fluoroalkylated α,β-diamines and α,β-diamino acids

F. Zhang, Z. Liu and J. Liu, Org. Biomol. Chem., 2011, 9, 3625 DOI: 10.1039/C1OB05132F

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