CBS reductions with a fluorous prolinol immobilized in a hydrofluoroether solvent

被引:35
作者
Chu, Qianli [1 ,2 ]
Yu, Marvin S. [1 ]
Curran, Dennis P. [2 ]
机构
[1] Fluorous Technol Inc, UPARC, Pittsburgh, PA 15238 USA
[2] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA
关键词
D O I
10.1021/ol702778v
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A fluorous prolinol precatalyst bearing only 34 fluorine atoms has been immobilized in the hydrofluoroether solvent HFE-7500. The,CBS reduction of acetophenone proceeded rapidly, in high yield and in high ee in the absence of any organic solvent. The organic product was stripped from the HFE-7500 phase with a polar solvent, and the HFE-7500 phase was reused "as is" with satisfactory results through eight runs. This process is an attractive prototype for the large-scale use, recovery, and reuse of fluorous organocatalysts.
引用
收藏
页码:749 / 752
页数:4
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