Organocatalysis of asymmetric aldol reaction in water: comparison of catalytic properties of (S)-valine and (S)-proline amides

被引：5
作者：
Kucherenko, A. S. [1 ]
Siyutkin, D. E. [1 ]
Dashkin, R. R. [2 ]
Zlotin, S. G. [1 ]
机构：
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, Moscow 119991, Russia
[2] DI Mendeleev Univ Chem Technol Russia, Moscow 125047, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2013年 / 62卷 / 04期
基金：
俄罗斯基础研究基金会;
关键词：
organocatalysis; asymmetric aldol reaction; (alpha)-amino amides; water; HIGHLY EFFICIENT; PROLINE; KETONES; DIHYDROXYACETONE; ALDEHYDES;
D O I：
10.1007/s11172-013-0132-z
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
(S)-Valine amides containing (S)- or (R)-alpha-phenylethyl substituents at N-1 atom efficiently catalyze asymmetric aldol reactions between cyclic (heterocyclic) ketones and aromatic aldehydes in water, predominantly giving rise to the aldol anti-diastereomers in high yields (up to 98%) and enantiomeric excess (up to 94%).
引用
收藏
页码：1010 / 1015
页数：6
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