Chiral Pentacarboxycyclopentadiene-based Br(?)nsted Acid Catalyzed Enantioselective Desymmetrization Of Meso-epoxides

We designed a new cyclopentadiene-based chiral bronsted acid prepared by(-)-8-phenylmenthol and readily available 1,2,3,4,5-pentacarbomethoxycyclopentadiene.The catalyst is more acidic,easier to synthesis and has a lower price compared to BINOL-derived phosphoric acids.The catalyst works well in enantioselective desymmetrization of 1,2-epoxycyclohexane by 2-mercaptobenzothiazole with up to 99%yield and 81%ee,which is one of the few examples of asymmetric ring-opening of meso-epoxides promoted by organocatalysts.In addition,the realization of this reaction indicated the great potential and application prospects of this new catalyst.It's further application in asymmetric catalyze area is worth exploring.