Under kinetic control, the stereochemical course of the condensation between (–)-ephedrine and p-cyano-or p-nitro-benzaldehyde is solvent dependent; no noticeable stereoselectivity was observed in chloroform whereas diastereo-differentiation occurred in methanol.
C. Agami and T. Rizk, J. Chem. Soc., Chem. Commun., 1983, 1485 DOI: 10.1039/C39830001485
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