Graduate School of Pharmaceutical Sciences, Kyoto University, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.
Org Lett. 2015 Jun 19;17(12):3000-3. doi: 10.1021/acs.orglett.5b01290. Epub 2015 May 28.
The combined use of a halogen bond (XB) donor with trimethylsilyl halide was found to be an efficient cocatalytic system for the direct dehydroxylative coupling reaction of alcohol with various nucleophiles, such as allyltrimethylsilane and trimethylcyanide, to give the corresponding adduct in moderate to excellent yields. Detailed control experiments and mechanistic studies revealed that the XB interaction was crucial for the reaction. The application of this coupling reaction is also described.
研究发现，三甲基卤硅烷与卤键（XB）给体的联合使用是一种有效的共催化体系，可用于各种亲核试剂（如烯丙基三甲基硅烷和三甲基氰硅烷）与醇的直接脱氢偶联反应，以中等至优异的收率得到相应的加合物。详细的控制实验和机理研究表明，XB 相互作用对反应至关重要。还描述了该偶联反应的应用。
