Lithium BINOL phosphate catalyzed desymmetrization of meso-epoxides with aromatic thiols.
Lithium BINOL phosphate catalyzed desymmetrization of meso-epoxides with aromatic thiols.
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DOI：
10.1021/ol502527q
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发表时间：
2014-11-07
期刊：
影响因子：
5.2
通讯作者：
Antilla JC
中科院分区：
文献类型：
--
作者：
Ingle G;Mormino MG;Antilla JC
报道了一种高对映选择性的巯基环氧化物去对称化反应。这是使用金属BINOL磷酸盐实现环氧化物活化的第一个实例。该反应在环氧化物底物和芳族硫醇亲核试剂方面具有广泛的范围。以优异的产率和对映选择性获得所得的β-羟基硫化物。
A highly enantioselective method for desymmetrization of meso-epoxides using thiols is reported. This is the first example of epoxide activation achieved using metal BINOL phosphates. The reaction has a broad scope in terms of epoxide substrates and aromatic thiol nucleophiles. The resulting β-hydroxyl sulfides are obtained in excellent yield and enantioselectivity.