ChemInform Abstract: Chlorination Reactions of Ephedrines Revisited. Stereochemistry and Functional Groups Effect on the Reaction Mechanism.

Abstract

Chlorination Reactions of Ephedrines Revisited. Stereochemistry and Functional Groups Effect on the Reaction Mechanism.-The chlorination of free as well as hydrochloride erythro isomers is found to proceed with 100% inversion, whereas the chlorination of sulfonamides and oxamides of erythro isomers occurs with 100% retention. In the pseudoephedrine series the reaction is not stereoselective.-(FLORES-PARRA, A.; SUAREZ-MORENO, P.; SANCHEZ-RUIZ, S. A.; TLAHUEXTL, M.; JAEN-GASPAR, J.; TLAHUEXT, H.; SALAS-CORONADO, R.; CRUZ, A.; NOETH, H.; CONTRERAS, R.; Tetrahedron: Asymmetry 9 (1998) 10, 1661-1671; Dep. Quim., Cent. Invest. Estud. Avanzados, Inst. Politec. Nac., 07000 Mexico, Mex.; EN)