TCI C0347 Cinchonidine, CAS 485-71-2, is a cinchona alkaloid that has long served as a workhorse reagent in asymmetric synthesis. Its quinoline ring, basic quinuclidine nitrogen, and secondary hydroxyl group at a stereogenic centre allow it to act simultaneously as a chiral base and a hydrogen-bond donor. It is applied as an organocatalyst, as a chiral modifier for heterogeneous hydrogenation catalysts, as a resolving agent for racemic acids, and as a starting material for cinchona-derived phase transfer catalysts and ligands. AMI Scientific offers this TCI product in 25 g and 100 g packs, with lot-specific data available from the manufacturer.
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- (2018). Synthesis of (+)-Cinchonidine. Synfacts doi:10.1055/s-0037-1611233
- Beresford (2004). Enantioselective Addition of Diethylzinc to N‐Diphenylphosphinoylimines Employing Cinchonidine and Cinchonine as Chiral Ligands.. ChemInform doi:10.1002/chin.200446025
- Lindholm et al. (2003). Hydrosilylation of Cinchonidine and 9‐O‐TMS‐Cinchonidine with Triethoxysilane: Application of 11‐(Triethoxysilyl)‐10,11‐dihydrocinchonidine as a Chiral Modifier in the Enantioselective Hydrogenation of 1‐Phenylpropane‐1,2‐dione.. ChemInform doi:10.1002/chin.200318077
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