Enantioselective synthesis of aziridines using asymmetric transfer hydrogenation as a precursor for chiral derivatives used as bonding agent for rocket solid propellants

Química Nova

Aparecida M. Kawamoto²  Martin Wills¹ 

[1] ,Centro Técnico Aeroespacial Instituto de Aeronautica e Espaço Divisão de QuímicaSão José dos Campos SP ,Brasil

关键词: aziridines;    transfer hydrogenation;    bonding agent;   

DOI  :  10.1590/S0100-40422002000600007

来源: SciELO

【 摘 要 】

A rapid, expedient and enantioselective method for the synthesis of beta-hydroxy amines and monosubstituted aziridines in up to 99% e.e., via asymmetric transfer hydrogenation of a-amino ketones and cyclisation through treatment with tosyl chloride and base, is described. (1R,2R)-N-(para-toluenesulfonyl)-1,2-ethylenediamine with formic acid has been utilised as a ligand for the Ruthenium (II) catalysed enantioselective transfer hydrogenation of the ketones.The chiral 2-methyl aziridine, which is a potentially more efficient bonding agent for Rocket Solid Propellant has been successfully achieved.

【 授权许可】

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