1,6-Conjugate addition of para-quinone methides using gem-diborylcarbanions: Practical access to gem-diborylalkanes bearing vicinal tertiary/quaternary stereocenters  

作　　者：Pu-Zhang Zi Xing-Bang Liu Quan-Hong Zhao Min He Yuan Huang 

机构地区：[1]Department of Medicinal Chemistry,School of Pharmacy,Xi'an Jiaotong University,Xi'an,710061,China

出　　处：《Green Synthesis and Catalysis》2024年第1期68-72,共5页绿色合成与催化（英文）

基　　金：The authors are grateful for the financial support provided by the National Natural Science Foundation of China(No.22001203);the startup funds from Xi'an Jiaotong University.The authors thank Dr.Lu Bai and Ms.Chao Feng from the Instrument Analysis Center of Xi'an Jiaotong University for their assistance with HRMS and NMR analysis.

摘　　要：A novel,efficient and pragmatic method to prepare gem-diboron products with vicinal tertiary/quaternary stereocenters using LiTMP-mediated 1,6-conjugate addition of gem-diborylalkanes to para-quinone methides was described for the first time.The results showed that various gem-diboron products with vicinal tertiary and quaternary stereocenters could be formed within 15 min at ambient temperature.This simple protocol has also been applied for the efficient synthesis of the analogue of Bedaquiline.

关 键 词：gem-Diborylalkanes Quaternary stereocenter Conjugate addition para-Quinone methides Organoboron compounds 

分 类 号：O62[理学—有机化学]