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n-Butyllithium Catalyzed Selective Hydroboration of Aldehydes and Ketones
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2018-08-02 00:00:00 , DOI: 10.1021/acs.joc.8b01495
Zhangye Zhu 1 , Xueli Wu 1 , Xiaojuan Xu 1 , Zhenjie Wu 1 , Mingqiang Xue 1 , Yingming Yao 1 , Qi Shen 1 , Xiaoguang Bao 1
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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.

中文翻译:

丁基锂催化醛和酮的选择性加氢硼化

通过使用简单便捷的n -BuLi作为催化剂,可以实现HBpin对醛和酮的高效选择性硼氢化。在温和的条件下,反应以低的催化剂负载量(0.1-0.5 mol%)快速进行。主要特征包括高催化效率,出色的官能团相容性,充足的底物范围以及醛对酮的高选择性。进行了计算研究,以提供对HBpin在n- BuLi催化的醛/酮加氢硼化中的机理的了解。
更新日期:2018-08-02
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