%0 Journal Article %A Klauber, Eric G. %A De, Chandra Kanta %A Shah, Tejas K. %A Seidel, Daniel %D 2010 %T Merging Nucleophilic and Hydrogen Bonding Catalysis: An Anion Binding Approach to the Kinetic Resolution of Propargylic Amines %U https://acs.figshare.com/articles/journal_contribution/Merging_Nucleophilic_and_Hydrogen_Bonding_Catalysis_An_Anion_Binding_Approach_to_the_Kinetic_Resolution_of_Propargylic_Amines/2724097 %R 10.1021/ja105337h.s003 %2 https://acs.figshare.com/ndownloader/files/4400068 %K dimethylamino %K binding %K Kinetic Resolution %K loading %K Merging Nucleophilic %K strategy %K approach %K combination %K Anion Binding Approach %K 38. %K mol %K Propargylic AminesAn %K Benzylic amines %K anion %K DMAP %K propargylic amines %K Hydrogen Bonding Catalysis %K catalyst %X 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. %I ACS Publications