Cerium(III) chloride promoted highly regioselective ring opening of epoxides and aziridines using NaN3 in acetonitrile:: A facile synthesis of 1,2-azidoalcohols and 1,2-azidoamines

Cerium(III) chloride promoted highly regioselective ring opening of epoxides and aziridines using NaN3 in acetonitrile:: A facile synthesis of 1,2-azidoalcohols and 1,2-azidoamines
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DOI:
10.1021/ol016979q
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发表时间:
2002-02-07
期刊:
影响因子:
5.2
通讯作者:
Yadav, JS
Yadav, JS
中科院分区:
化学1区
文献类型:
--
作者:
Sabitha, G;Babu, RS;Yadav, JS

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[图解]在乙腈中,通过环氧化物和氮杂环丙烷的开环反应,可以方便高效地合成1,2-叠氮醇和1,2-叠氮胺。该反应具有很高的再生性,在温和和中性的反应条件下,以很好到很好的产率提供了相应的产物。该方法非常快速,对环氧化物和氮杂环丙烷都同样适用。
[GRAPHICS]convenient and efficient synthesis of 1,2-azidoalcohols and 1,2-azidoamines has been achieved by ring opening of epoxides and aziridines using cerium(Ill) chloride and sodium azide in acetonitrile. The reaction is highly regloselective and afforded the corresponding products in good to excellent yields under mild and neutral reaction conditions. The method is very rapid and equally compatible for both epoxides and aziridines.