Zhu Zhangye, Wu Xueli, Xu Xiaojuan, Wu Zhenjie, Xue Mingqiang, Yao Yingming, Shen Qi, Bao Xiaoguang
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Dushu Lake Campus , Soochow University , Suzhou 215123 , People's Republic of China.
J Org Chem. 2018 Sep 7;83(17):10677-10683. doi: 10.1021/acs.joc.8b01495. Epub 2018 Aug 17.
Highly efficient and selective hydroboration of aldehydes and ketones with HBpin is achieved by using the simple and convenient n-BuLi as a catalyst. The reaction proceeds rapidly with low catalyst loading (0.1-0.5 mol %) under mild conditions. Key features include the high catalytic efficiency, exceptional functional group compatibility, ample substrate scope, and high selectivity for aldehydes over ketones. Computational studies were carried out to provide a mechanistic insight into the n-BuLi catalyzed hydroboration of aldehydes/ketones with HBpin.
通过使用简单便捷的正丁基锂作为催化剂,实现了用频哪醇硼烷对醛和酮进行高效且选择性的硼氢化反应。该反应在温和条件下以低催化剂负载量(0.1 - 0.5 mol%)快速进行。关键特性包括高催化效率、出色的官能团兼容性、广泛的底物范围以及对醛相对于酮的高选择性。进行了计算研究,以深入了解正丁基锂催化的醛/酮与频哪醇硼烷的硼氢化反应机理。