Abstract
An organocatalytic enantioselective Strecker reaction was developed for the synthesis of α-amino nitriles that contain a thiazole moiety by using a cinchona-based squaramide catalyst. The corresponding products were obtained in good to excellent yields (up to 99%) with excellent enantioselectivities (up to 98% ee) by starting from aromatic-substituted imines. In addition, two trifunctional squaramides with amino acid residues were synthesized, and good enantioselectivities (up to 89% ee) were achieved when they were employed in the model reaction.
Original language | English |
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Pages (from-to) | 6190-6199 |
Number of pages | 10 |
Journal | European Journal of Organic Chemistry |
Volume | 2014 |
Issue number | 28 |
DOIs | |
Publication status | Published - Oct 2014 |
Keywords
- Asymmetric catalysis
- Enantioselectivity
- Nitrogen heterocycles
- Organocatalysis
- Schiff bases
- Synthetic methods