Asymmetric aziridination:: a new entry to optically active non-N-protected aziridines

Asymmetric aziridination:: a new entry to optically active non-N-protected aziridines
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DOI:
10.1016/j.tetlet.2005.12.124
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发表时间:
2006-03-06
影响因子:
1.8
通讯作者:
Katsuki, T
Katsuki, T
中科院分区:
化学4区
文献类型:
--
作者:
Kawabata, H;Omura, K;Katsuki, T

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一种新设计的强健的Ru(Salen)(CO)配合物3被发现催化不对称氮杂环化反应,该化合物含有对硝基苯磺酰基和2-(三甲基硅基)乙烷磺酰基(SES)的叠氮化合物,这两个基团在温和的条件下是容易去除的N-保护基团,以高对映体选择性的方式作为氮化物前体。特别是,与SES叠氮化物的反应显示出良好的对映选择性大于90%ee,除了一个例子。(C)2006爱思唯尔有限公司。保留所有权利。
A newly designed robust Ru(salen)(CO) complex 3 was found to catalyze asymmetric aziridination using azide compounds carrying p-nitrobenzenesulfonyl and 2-(trimethylsilyl)ethanesulfonyl (SES) groups, which are easily removable N-protecting groups under mild conditions, as a nitrene precursor in a highly enantioselective manner. In particular, the reactions with SES azide showed excellent enantioselectivity greater than 90% ee, except for one example. (c) 2006 Elsevier Ltd. All rights reserved.