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Química Nova
versão impressa ISSN 0100-4042versão On-line ISSN 1678-7064
Resumo
KAWAMOTO, Aparecida M. e WILLS, Martin. Enantioselective synthesis of aziridines using asymmetric transfer hydrogenation as a precursor for chiral derivatives used as bonding agent for rocket solid propellants. Quím. Nova [online]. 2002, vol.25, n.6a, pp.921-925. ISSN 1678-7064. http://dx.doi.org/10.1590/S0100-40422002000600007.
A rapid, expedient and enantioselective method for the synthesis of b-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.
Palavras-chave : aziridines; transfer hydrogenation; bonding agent.
