Stereocontrolled Synthesis of β-Difluoromethylated Materials

Stereocontrolled Synthesis of β-Difluoromethylated Materials

Investigation of synthetic routes for regio- and stereocontrolled fluorinated materials with a difluoromethyl group, using ethyl bromodifluoroacetate as a starting material, is described. In particular, (E)-difluoromethylated trisubstituted olefins were prepared via the proton migration reaction cat...

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Veröffentlicht in:Journal of organic chemistry 2005-07, Vol.70 (15), p.5912-5915
Hauptverfasser: Nihei, Takashi, Iwai, Noritaka, Matsuda, Tomoko, Kitazume, Tomoya
Format: Artikel
Sprache:eng
Schlagworte:
Aliphatic compounds
Chemistry
Exact sciences and technology
Organic chemistry
Preparations and properties
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Beschreibung
Zusammenfassung:Investigation of synthetic routes for regio- and stereocontrolled fluorinated materials with a difluoromethyl group, using ethyl bromodifluoroacetate as a starting material, is described. In particular, (E)-difluoromethylated trisubstituted olefins were prepared via the proton migration reaction catalyzed by using fluoride anion. Further, optically active β-difluoromethyl esters were obtained by the enzymatic resolution.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo050634u