Direct organocatalytic α-fluorination of aldehydes and ketones

被引:176
作者
Enders, D [1 ]
Hüttl, MRM [1 ]
机构
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52074 Aachen, Germany
关键词
organocatalysis; Selectfluor; electrophilic fluorination; aldehydes; ketones;
D O I
10.1055/s-2005-864813
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first organocatalytic direct alpha-fluorination of aldehydes and ketones employing Selectfluor {1-chloromethyl-4-fluoro- 1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate)} as the fluorine source is reported. (S)-Proline and related derivatives act as organocatalysts to give the corresponding alpha-fluoroaldehydes and alpha-fluoroketones in moderate to good yields (47-78%). The asymmetric inductions are still low (ee <= 36%).
引用
收藏
页码:991 / 993
页数:3
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