Wang Zi-Chao, Shen Di, Gao Jian, Jia Xian, Xu Youjun, Shi Shi-Liang
School of Pharmaceutical Engineering, and Key Laboratory of Structure-Based Drug Design & Discovery (Ministry of Education), Shenyang Pharmaceutical University, Shenyang 110016, China.
Chem Commun (Camb). 2019 Jul 23;55(60):8848-8851. doi: 10.1039/c9cc03459e.
An unprecedented base-catalysed reductive relay hydroboration of allylic alcohols is described. Commercially available nBuLi was found to be a robust transition metal-free initiator for this protocol, affording various boronic esters in high yield and selectivity. Mechanistically, this methodology involves a one-pot three-step successive process (dehydrocoupling/allylic hydride substitution/anti-Markovnikov hydroboration).
本文描述了一种前所未有的碱催化烯丙醇还原接力硼氢化反应。发现市售的正丁基锂是该反应方案中一种强大的无过渡金属引发剂,能以高收率和选择性得到各种硼酸酯。从机理上讲,该方法涉及一锅三步连续过程(脱氢偶联/烯丙基氢化物取代/反马氏硼氢化)。