Buchler Glossary

Dihydroquinidine (CAS-No. 1435-55-8)

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.


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
Dihydroquinidine (CAS-No. 1435-55-8)

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