Activation of oxaziridines by Lewis acids:: Application in enantioselective sulfoxidation
Activation of oxaziridines by Lewis acids:: Application in enantioselective sulfoxidation
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DOI：
10.1021/jo048380k
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发表时间：
2005-01-07
影响因子：
3.6
通讯作者：
Fontecave, M
中科院分区：
文献类型：
--
作者：
Schoumacker, S;Hamelin, O;Fontecave, M
研究了不对称硫化物氧化用新型易获得的手性n -烷基氧嘧啶的制备方法。最重要的是，我们在这里报告了惰性n -烷基氧嘧啶可以被路易斯酸激活，以实现快速，选择性和有效的氧原子转移到硫化物。三种新的手性恶氮嘧啶（其中两种通过x射线分析进行了结构表征）对最简单的芳烷基硫化物进行不对称亚砜化反应，其对映选择性在22% ~ 63% ee之间。
The preparation of new and easily accessible chiral N-alkyloxaziridines for asymmetric sulfides oxidation was investigated. Most significantly, we report here that inert N-alkyloxaziridines can be activated by Lewis acids to achieve a fast, selective, and efficient oxygen atom transfer to sulfides. Asymmetric sulfoxidation by three new chiral oxaziridines (two of them were structurally characterized by X-ray analysis) afforded enantioselectivities ranging from 22% to 63% ee with the simplest aryl alkyl sulfides.