Enantioselective fluorination of tert-butoxycarbonyl lactones and lactams catalyzed by chiral Pd(II)-bisphosphine complexes.
Enantioselective fluorination of tert-butoxycarbonyl lactones and lactams catalyzed by chiral Pd(II)-bisphosphine complexes.
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DOI：
10.1021/jo062048m
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发表时间：
2007-01
期刊：
影响因子：
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通讯作者：
Toshiaki Suzuki;Tomomi Goto;Y. Hamashima;M. Sodeoka
中科院分区：
文献类型：
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作者：
Toshiaki Suzuki;Tomomi Goto;Y. Hamashima;M. Sodeoka
报道了叔丁氧基羰基内酯和内酰胺的有效催化对映选择性氟化。内酯底物的反应在醇溶剂中与催化量的手性 Pd(II) 络合物顺利进行。在酸性较低的内酰胺底物的情况下，同时使用Pd络合物和2,6-二甲基吡啶作为助催化剂是有效的。在该反应条件下，以良好的收率获得了氟化内酯和内酰胺，并具有优异的对映选择性（94-99% ee）。
An efficient catalytic enantioselective fluorination of tert-butoxycarbonyl lactones and lactams is reported. Reactions of the lactone substrates proceeded smoothly in an alcoholic solvent with a catalytic amount of chiral Pd(II) complex. In the case of the less acidic lactam substrates, concurrent use of the Pd complex and 2,6-lutidine as a cocatalyst was effective. Under the reaction conditions, the fluorinated lactones and lactams were obtained in good yield with excellent enantioselectivity (94-99% ee).