Tuning the enantioselective N-acetylation of racemic amines: A spectacular salt effect

被引:44
作者
Arseniyadis, S [1 ]
Subhash, PV [1 ]
Valleix, A [1 ]
Mathew, SP [1 ]
Blackmond, DG [1 ]
Wagner, A [1 ]
Mioskowski, C [1 ]
机构
[1] Univ Strasbourg 1, Fac Pharm, CNRS, Lab Synthese Bioorgan Associe, F-67401 Illkirch Graffenstaden, France
关键词
D O I
10.1021/ja051302+
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
We have described a spectacular salt effect in the kinetic resolution of (±)-1-phenylethylamine, which leads to an increase in reactivity, high levels of selectivity, and a complete reversal of the stereoselectivity. By tuning the reaction conditions, we were able to increase the selectivity factor of (1S,2S)-1 to s = 115. Copyright © 2005 American Chemical Society.
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页码:6138 / 6139
页数:2
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