文献类型：期刊文献

英文题名：Pd(0)-Catalyzed Diastereoselective and Enantioselective Intermolecular Heck-Miyaura Borylation of Internal Enamides for the β-Aminoboronate Ester Synthesis

作者：Wang, Chenchen[1]; Xi, Yang[1]; Xia, Tingting[1]; Qu, Jingping[1]; Chen, Yifeng[1]

机构：[1] Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering, Feringa Nobel Prize Scientist Joint Research Center, Frontiers Science Center for Materiobiology and Dynamic Chemistry, School of Chemistry and Molecular Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai, 200237, China

年份：2024

卷号：14

期号：1

起止页码：418

外文期刊名：ACS Catalysis

收录：EI(收录号：20240115314608)

语种：英文

外文关键词：Amines - Catalysis - Chemical bonds - Enantioselectivity - Esters - Stereoselectivity

摘要：Miyaura borylation is widely recognized as one of the most reliable methods for constructing an organoboron compound. Reported herein is Pd(0)-catalyzed asymmetric three-component Heck-Miyaura borylation with the interception of internal olefin, aryldiazonium salt, and diboron reagent. This Heck-triggered borylation protocol proceeds in a highly chemoselective, diastereoselective, and enantioselective manner, thus allowing the expedient construction of 1,2-diaryl substituted β-aminoboronate esters derivatives with vicinal stereogenic centers. The versatility of the resulting benzylic boronic esters allows for their further transformation to more-intricate chiral amines. ? 2023 American Chemical Society