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Issue 10, 2014
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An aza-Michael addition protocol to fluoroalkylated β-amino acid derivatives and enantiopure trifluoromethylated N-heterocycles

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Abstract

The aza-Michael reaction with β-fluoroalkylated acrylates provided the corresponding fluoroalkylated β-amino acid derivatives in up to 99% yield under catalyst- and solvent-free conditions. An enantioenriched β-trifluoromethylated β-amino acid was obtained in good yield through a scale-up diastereoselective aza-Michael addition, which facilitated the installation of enantiopure trifluoromethylated analogues of β-lactam and dihydroquinolin-4-one.

Graphical abstract: An aza-Michael addition protocol to fluoroalkylated β-amino acid derivatives and enantiopure trifluoromethylated N-heterocycles

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Supplementary files

Article information


Submitted
17 Jul 2014
Accepted
15 Aug 2014
First published
15 Aug 2014

Green Chem., 2014,16, 4530-4534
Article type
Communication
Author version available

An aza-Michael addition protocol to fluoroalkylated β-amino acid derivatives and enantiopure trifluoromethylated N-heterocycles

X. Yang, Z. Chen, Y. Cai, Y. Huang and N. Shibata, Green Chem., 2014, 16, 4530
DOI: 10.1039/C4GC01357C

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