Catalytic Route to the Synthesis of Optically Active β,β-Difluoroglutamic Acid and β,β-Difluoroproline Derivatives
β,β-Difluorinated amino acid derivatives were synthesized via Mg(0)-promoted defluorination of α-trifluoromethyl iminoester. Bromination of the difluoroenamine afforded the bromodifluoromethyl iminoester in good yield. Pd-catalyzed asymmetric hydrogenation of the bromodifluoromethyl iminoester and t...
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Veröffentlicht in: | Journal of organic chemistry 2004-07, Vol.69 (15), p.5132-5134 |
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Hauptverfasser: | , , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | β,β-Difluorinated amino acid derivatives were synthesized via Mg(0)-promoted defluorination of α-trifluoromethyl iminoester. Bromination of the difluoroenamine afforded the bromodifluoromethyl iminoester in good yield. Pd-catalyzed asymmetric hydrogenation of the bromodifluoromethyl iminoester and the subsequent transformations provided optically active β,β-difluoroglutamic acid and β,β-difluoroproline derivatives. |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/jo049789c |