Paper
Zinc-mediated Coupling Reaction of 2-Bromo-2,3,3,3-tetrafluoropropanoate with Various Chiral Imines. Simple and Effective Access to Optically Active α-Fluoro-α-(trifluoromethyl)-β-amino Esters
Published May 10, 2004 · T. Sekiguchi, Kei Sato, T. Ishihara
Chemistry Letters
9
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Abstract
The reactions of benzyl 2-bromo-2,3,3,3-tetrafluoropropanoate with various types of chiral imines in the presence of zinc in THF at room temperature were revealed to afford the threo-and erythro-isomers of α-fluoro-α-(trifluoromethyl)-β-amino esters with high diasteremeric excesses in fair to good chemical yields.
Zinc-mediated coupling reactions of 2-bromo-2,3,3,3-tetrafluoropropanoate with various chiral imines provide a simple and effective method for accessing optically active -fluoro--(trifluoromethyl)--amino
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