| Autor: |
Ogu, K., Matsumoto, S., Akazome, M., Ogura, K. |
| Zdroj: |
Organic Letters; February 2005, Vol. 7 Issue: 4 p589-592, 4p |
| Abstrakt: |
On treatment with an organoaluminum reagent such as trimethylaluminum or DIBAL-H, γ-hydroxy-α-fluoro-α-trifluoromethyl carboxamides (1) give a single diastereomer of α-amino-α-trifluoromethyl-γ-lactones (2), which are a ring-closed form of γ-hydroxy-α-trifluoromethyl-α-amino acids. This intriguing reaction results from intramolecular replacement of the fluorine atom on the α-carbon atom with the nitrogen atom of the amide group, which occurs in an SN2 manner. |
| Databáze: |
Supplemental Index |
| Externí odkaz: |
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