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Totally Selective Reaction of CO2 with Enantiopure Amino Epoxides under Mild Reaction Conditions. Synthesis and Synthetic Applications of Enantiopure (4 R, 1'S)- …

…, V del Solar, S García-Granda, MR Díaz

文献索引:Concellon, Jose M.; Del Solar, Virginia; Garcia-Granda, Santiago; Diaz, M. Rosario Journal of Organic Chemistry, 2007 , vol. 72, # 20 p. 7567 - 7573

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被引用次数: 10

摘要

The reaction of chiral (2 R, 1'S)-or (2 S, 1'S)-2-(1-aminoalkyl) epoxides 1 or 2 with CO2, generated from acidic treatment of an aqueous solution of NaHCO3 at room temperature, efficiently afforded enantiopure cyclic carbonates 3 or 4, respectively, with total selectivity. Compounds 3 and 4 were readily transformed into the corresponding diols 7 and 8 by reaction with LiAlH4 or by basic hydrolysis. When compounds 3 or 4 were allowed to react ...