Polystyrene-bound cinchona alkaloids: Application to enantioselective electrophilic fluorination of silyl enol ethers

被引:18
|
作者
Thierry, B [1 ]
Audouard, C [1 ]
Plaquevent, JC [1 ]
Cahard, D [1 ]
机构
[1] Univ Rouen, IRCOF, CNRS, UMR 6014, F-76821 Mont St Aignan, France
关键词
polymer; cinchona alkaloids; enantioselective synthesis; electrophilic fluorination;
D O I
10.1055/s-2004-817781
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:856 / 860
页数:5
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