Efficient ring opening reactions of N-tosyl aziridines with amines and water in presence of catalytic amount of cerium(IV) ammonium nitrate
Efficient ring opening reactions of N-tosyl aziridines with amines and water in presence of catalytic amount of cerium(IV) ammonium nitrate
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DOI：
10.1246/cl.2003.82
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发表时间：
2003-01-05
影响因子：
1.6
通讯作者：
Raju, TV
中科院分区：
文献类型：
--
作者：
Chakraborty, TK;Ghosh, A;Raju, TV
虽然甲基和苄胺在乙腈中非常有效地打开N-对甲苯磺酰氮杂环丙烷1，并具有完全的区域和立体选择性，分别以极高的产率得到相应的二胺2和3，但只有在非常温和的条件下，在提供氨基醇4的非常温和的条件下，才能在水中实现类似的开孔。
While methyl- and benzylamines opened N-tosyl aziridines 1 very efficiently in acetonitrile with complete regio- and stereo-selectivity to give the corresponding diamines 2 and 3, respectively, in excellent yields, similar openings with water could only be achieved in the presence of a catalytic amount of cerium(IV) ammonium nitrate under very mild conditions furnishing the amino alcohols 4.