Merging Nucleophilic and Hydrogen Bonding Catalysis: An Anion Binding Approach to the Kinetic Resolution of Propargylic Amines

An efficient kinetic resolution of primary propargylic amines with s-factors of up to 56 is reported. The strategy is based on a dual catalytic approach, namely the use of a newly developed and easy-to-make thiourea-amide anion binding catalyst in combination with 4-(dimethylamino)pyridine (DMAP), both employed at a 5 mol % catalyst loading. Benzylic amines are also resolved with s-factors of up to 38.

本研究报道了一种高效动力学对一级亚丙基胺的分辨方法，其s因子高达56。该策略基于一种新型的、易于制备的硫脲酰胺阴离子结合催化剂与4-(二甲氨基)吡啶（DMAP）的双催化途径，两种催化剂均以5 mol %的负载量使用。苄基胺的分辨也实现了高达38的s因子。