Organocatalytic enantioselective aziridination of α,β-unsaturated aldehydes

被引:193
作者
Vesely, Jan [1 ]
Ibrahem, Ismail [1 ]
Zhao, Gui-Ling [1 ]
Rios, Ramon [1 ]
Cordova, Armando [1 ]
机构
[1] Univ Stockholm, Arrhenius Lab, Dept Organ Chem, S-10691 Stockholm, Sweden
关键词
D O I
10.1002/anie.200603810
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Simple chiral amines catalyze a highly chemo- and enantioselective aziridination of α,β-unsaturated aldehydes to provide 2-formylaziridines in good yields and with up to 99% ee. The synthetic utility of this organocatalytic method was exemplified in a two-step asymmetric synthesis of β-amino acid esters with readily removable protecting groups (see scheme; R1 = tert-butoxycarbonyl, benzyloxycarbonyl). © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:778 / 781
页数:4
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