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  • Totally Selective Reaction of CO2 with Enantiopure Amino Epoxidesunder Mild Reaction Conditions. Synthesis and SyntheticApplications of Enantiopure (4R,1‘S)- or(4S,1‘S)-4-(1-Aminoalkyl)-2-oxo-1,3-dioxolanes
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  • The reaction of chiral (2R,1‘S)- or (2S,1‘S)-2-(1-aminoalkyl)epoxides 1 or 2 with CO2, generated fromacidic treatment of an aqueous solution of NaHCO3 at room temperature, efficiently afforded enantiopurecyclic carbonates 3 or 4, respectively, with total selectivity. Compounds 3 and 4 were readily transformedinto the corresponding diols 7 and 8 by reaction with LiAlH4 or by basic hydrolysis. When compounds3 or 4 were allowed to react with methyllithium at −78 °C, O1-acetylalkane-1,2-diols 9 and 10 wereobtained with total or high selectivity.
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