Shi Yinyin, Wang Yue, Huang Zhefan, Zhang Fangjun, Shao Yinlin
College of Chemistry and Materials Engineering, Wenzhou University, Wenzhou 325035, China.
School of Pharmaceutical Sciences, Wenzhou Medical University, Wenzhou 325035, China.
ACS Omega. 2022 May 25;7(22):18876-18886. doi: 10.1021/acsomega.2c01866. eCollection 2022 Jun 7.
Commercially available and inexpensive lithium -butoxide ( BuOLi) acts as a good precatalyst for the hydroboration of esters, lactones, and epoxides using pinacolborane as a borylation agent. Functional groups such as cyano-, nitro-, amino-, vinyl, and alkynyl are unaffected under the presented hydroboration process, representing high chemoselectivity. This transformation has also been effectively applied to the synthesis of key intermediates of Erlotinib and Cinacalcet. Preliminary investigations of the mechanism show that the hydroboration proceeds through the in situ formed BH species.
市售且价格低廉的丁基锂（BuOLi）作为一种优良的预催化剂，可用于使用频哪醇硼烷作为硼化剂对酯、内酯和环氧化物进行硼氢化反应。氰基、硝基、氨基、乙烯基和炔基等官能团在所述硼氢化反应过程中不受影响，表现出高化学选择性。该转化反应也已有效地应用于厄洛替尼和西那卡塞关键中间体的合成。对反应机理的初步研究表明，硼氢化反应是通过原位形成的BH物种进行的。
