Synthesis of Aminoalcohol and Oxazolidone Chiral Stationary Phases for High-Performance Liquid Chromatography
Several examples of a new family of chiral stationary phases (CSPs) have been prepared by treatment of silica gel with asymmetric optically active organosilanes derived from the reactions between epoxides and amines. When a racemic epoxide reacts regiospecifically with an optically active amine, two readily separated optically active diastereoisomers are produced. We have devised procedures for attaching the resultant aminoalcohols to silica gel, along lines used previously by ourselves and others for synthesis of CSPs via organosilane precursors. Protection of the reactive aminoalcohol function was essential to avoid polymerisation prior to bonding.
KeywordsHydrolysis Chloroform Toluene Adduct Hydrochloride
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