Department of Chemistry, University of South Florida , 4202 East Fowler Avenue, Tampa, Florida 33620, United States.
Org Lett. 2014 Nov 7;16(21):5548-51. doi: 10.1021/ol502527q. Epub 2014 Oct 15.
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.
本文报道了一种使用硫醇对消旋环氧乙烷进行高对映选择性拆分的方法。这是首例使用金属 BINOL 磷酸酯实现环氧化物活化的例子。该反应在环氧底物和芳香硫亲核试剂方面具有广泛的范围。所得的β-羟基硫化物以优异的收率和对映选择性得到。
