Iridium-catalyzed diastereoselective amination of alcohols with chiral tert -butanesulfinamide by the use of a borrowing hydrogen methodology

作者：Xiaomei Xi, Yongjie Li, Guannan Wang, Guangda Xu, Lina Shang, Yao Zhang, Lixin Xia · 发表于：Organic & Biomolecular Chemistry · 年份：2019 · DOI：10.1039/c9ob01417a · 被引用次数：20 · 研究领域：Asymmetric Hydrogenation and Catalysis、Synthesis and Catalytic Reactions、Advanced Synthetic Organic Chemistry

An iridium-catalyzed diastereoselective amination of alcohols with chiral tert-butanesulfinamide was developed under basic conditions, affording the optically active secondary sulfinamides in high yields and diastereoselectivities. The removal of the sulfinyl group from sulfonamides allowed a facile access to a wide range of α-chiral primary amines. This synthetic strategy was further applied in the synthesis of the marketed pharmaceuticals (S)-rivastigmine and NPS R-568.