Organocatalyst‐Mediated Dynamic Kinetic Enantioselective Acylation of 2‐Chromanols

We recently developed a novel chiral catalyst‐directed dynamic kinetic diastereoselective acylation of hemiacetals for the synthesis of carbohydrates. In this update, we describe a catalytic method for the dynamic kinetic enantioselective acylation of 2‐chromanols using benzotetramisole derived catalysts. High yields and enantiomeric excesses were obtained for a broad range of acylated 2‐chromanols, which are important intermediates for the synthesis of various bioactive pharmaceuticals. We hypothesize that the high stereoselectivity of the reaction originates from a novel cation‐ n interaction between the chromanol substrate and the acylated catalyst. magnified image