Dihydroquinidine (DHQD) (CAS-No. 1435-55-8, also called hydroquinidine) is a cinchona alkaloid closely related to quinidine. Compared to Quinidine the double bond is hydrogenated, but the stereochemistry is the same. Dihydroquinidine (DHQD) is widely used as a chiral ligand / chiral catalyst in asymmetric synthesis. Well-known derivatives of Dihydroquinidine like (DHQD)₂PHAL, (DHQD)₂AQN, (DHQD)₂PYR or (DHQD)₂CLB enables highly enantioselective reactions.

Please also take a look into our free of charge Chiral Catalyst Search Database, containing a variety of examples.

Application

Typical applications of the chiral Cinchona alkaloid dimer catalysts based on Dihydroquinidine (CAS-No. 1435-55-8) are summarized as follows:

• (DHQD)₂PHAL: allylation, amination,  bromohydroxylation, bromoesterfication, bromination, chlorination, dichlorination, dihydroxylation, dithiotrifluoromethylation, fluorination, halolactonization, haloetherfications, kinetic resolution, lactonization, Mannich reaction, Michael, sulfenylation and trifluoromethylation
• (DHQD)₂AQN: aldol, allylic alkylation, allylic amination, amination, desymmetrization, fluorination, fluoromethylation, kinetic resolution of biaryls and Michael addition
• (DHQD)₂PYR: fluorination, Michael addition, vinylogous Michael addition, semipinacol rearrangement, sulfenylations and trifuoromethylthiolation
• (DHQD)₂CLB: aminohydroxylation