Practical asymmetric synthesis of vicinal diamines through the catalytic highly enantioselective alkylation of glycine amide derivatives

被引:41
作者
Ooi, T [1 ]
Sakai, D [1 ]
Takeuchi, M [1 ]
Tayama, E [1 ]
Maruoka, K [1 ]
机构
[1] Kyoto Univ, Grad Sch Sci, Kyoto 6068502, Japan
关键词
alkyl halides; alkylation; asymmetric catalysis; phase-transfer catalysis; vicinal diamines;
D O I
10.1002/anie.200352658
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Phase-transfer catalysis (PTC) by a designer chiral quaternary ammonium bromide facilitated the direct, highly enantioselective introduction of a wide variety of substituents including cycloalkyl side chains at the α position of the prochiral glycine amide derivative 1. A general, practical procedure for the asymmetric synthesis of structurally diverse monosubstituted vicinal diamines of type 2 is presented. Dpm = diphenylmethyl.
引用
收藏
页码:5868 / 5870
页数:3
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