Abstract
We prepared β-amino-α-trifluoromethyl-α-amino acids through ring-opening reaction of N-tosyl-2-trifluoromethyl-2-ethoxycarbonylaziridine with aromatic and benzylic amines, and investigated the intramolecular interaction between the trifluoromethyl (CF3) group at the α-position and the NH group at the β-position (NHβ). NMR, UV/vis, and circular dichroism measurements indicated that the conformation of these compounds is fixed by intramolecular interaction of CF3 with NHβ to form a six-membered ring.
Original language | English |
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Pages (from-to) | 6915-6918 |
Number of pages | 4 |
Journal | Tetrahedron Letters |
Volume | 55 |
Issue number | 50 |
DOIs | |
Publication status | Published - Dec 10 2014 |
Keywords
- Amino acid
- Aziridine
- Intramolecular interaction
- Trifluoromethyl group
ASJC Scopus subject areas
- Biochemistry
- Drug Discovery
- Organic Chemistry