Polystyrene-bound Cinchona Alkaloids: Application to Enantioselective Electrophilic Fluorination of Silyl Enol Ethers

Polystyrene-bound Cinchona Alkaloids: Application to Enantioselective Electrophilic Fluorination of Silyl Enol Ethers

Abstract A panoply of new polystyrene-bound cinchona alkaloids (PS-CA) has been prepared, and exploited for the design of un­precedented enantioselective electrophilic fluorinating agents. Compared to nonsupported [N-F] + reagents, the polystyrene-bound N-fluoro ammonium salts of cinchona alkaloids...

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Veröffentlicht in:Synlett 2004-04, Vol.2004 (5), p.0856-0860
Hauptverfasser: Thierry, Baptiste, Audouard, Christophe, Plaquevent, Jean-Christophe, Cahard, Dominique
Format: Artikel
Sprache:eng
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Zusammenfassung:Abstract A panoply of new polystyrene-bound cinchona alkaloids (PS-CA) has been prepared, and exploited for the design of un­precedented enantioselective electrophilic fluorinating agents. Compared to nonsupported [N-F] + reagents, the polystyrene-bound N-fluoro ammonium salts of cinchona alkaloids show comparable efficiency and ready purification of the fluorinated reaction ­products. One PS-CA was recycled 3 times without loss of stereo­chemical performance.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2004-817781