1100765-08-9Relevant academic research and scientific papers
Reaction control in the organocatalytic asymmetric one-pot, three-component reaction of aldehydes, diethyl α-aminomalonate and nitroalkenes: Toward diversity-oriented synthesis
Liu, Yan-Kai,Liu, Hao,Du, Wei,Yue, Lei,Chen, Ying-Chun
supporting information; experimental part, p. 9873 - 9877 (2009/10/14)
A study was conducted to demonstrate diversity-oriented synthesis and reaction control in the organocatalytic asymmetric one-pot and three-component reaction of aldehydes, diethyl α-aminomalonate, and nitroalkenes. The study investigated the reaction of α-imino acetate and nitrostyrene, catalyzed by thiourea-tertiary amine in toluene at ambient temperature. It was found that the introduction of another ethoxycarbonyl group at the α-position of α-imino acetate will facilitate the generation of the azomethine ylide intermediate through tertiary amine activation. A variety of nitroalkene and aldehyde substrates were investigated, to establish the general utility of the catalytic transformation, after finding the favorable reaction conditions. A range of catalysts, bearing an active thiourea moiety were also screened through one-pot, three-component reaction of benzaldehyde, to investigate the predictions.
