Enantioselective Synthesis of α,α-Difluoro-β-amino Acid and 3,3-Difluoroazetidin-2-one via the Reformatsky-Type Reaction of Ethyl Bromodifluoroacetate with Chiral 1,3-Oxazolidines
✍ Scribed by Marcotte, Stéphane; Pannecoucke, Xavier; Feasson, Christian; Quirion, Jean-Charles
- Book ID
- 111900918
- Publisher
- American Chemical Society
- Year
- 1999
- Tongue
- English
- Weight
- 90 KB
- Volume
- 64
- Category
- Article
- ISSN
- 0022-3263
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📜 SIMILAR VOLUMES
The reaction of chiral 2-trifluoromethyl-1,3-oxazolidines with various silylated nucleophiles under Lewis acid activation provides a stereoselective route to functionalized a-trifluoromethylamines. This methodology was successfully applied to the diastereoselective synthesis of trifluoromethylated h
N-Methyl b-amino acids are generally required for application in the synthesis of potentially bioactive modified peptides and other oligomers. Previous work highlighted the reductive cleavage of 1,3-oxazolidin-5-ones to synthesise N-methyl a-amino acids. Starting from a-amino acids, two approaches w