CarbonCarbon Bond Cleavage with Inversion of Configuration: Conversion of (R)-(+)-1-Methoxytetrafluoropropionic Acid to (S)-(−)-1,2,2,2-Tetrafluoroethyl Methyl Ether

CarbonCarbon Bond Cleavage with Inversion of Configuration: Conversion of (R)-(+)-1-Methoxytetrafluoropropionic Acid to (S)-(−)-1,2,2,2-Tetrafluoroethyl Methyl Ether

Nearly complete inversion of configuration is seen during decarboxylation of the potassium salt 1 of an α‐chiral carboxylic acid to give ether 2. Since 2 is an intermediate in the synthesis of inhalational anesthetics, and its enantiomers may have different pharmacological profiles, the determinatio...

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Veröffentlicht in:Angewandte Chemie International Edition 1995-02, Vol.34 (2), p.222-223
Hauptverfasser: Ramig, Keith, Brockunier, Linda, Rafalko, Patrice W., Rozov, Leonid A.
Format: Artikel
Sprache:eng
Schlagworte:
configuration determination
fluorohydrocarbons
inhalational anesthetics
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Zusammenfassung:Nearly complete inversion of configuration is seen during decarboxylation of the potassium salt 1 of an α‐chiral carboxylic acid to give ether 2. Since 2 is an intermediate in the synthesis of inhalational anesthetics, and its enantiomers may have different pharmacological profiles, the determination of the stereochemical outcome of this CC bond cleavage is of particular interest.
ISSN:0570-0833
1521-3773
DOI:10.1002/anie.199502221