1146545-52-9Relevant academic research and scientific papers
Direct, catalytic synthesis of carbapenams via cycloaddition/rearrangement cascade reaction: Unexpected acetylenes' structure effect
Mames, Adam,Stecko, Sebastian,Mikolajczyk, Paulina,Soluch, Magdalena,Furman, Bartlomiej,Chmielewski, Marek
experimental part, p. 7580 - 7587 (2011/03/17)
Reactions of acetylenes derived from glyceraldehyde and propargyl aldehyde show remarkable reactivity in Kinugasa cycloaddition/rearrangement cascade process catalyzed by Cu(I) ion. Reactions proceed by formation of a rigid dinuclear copper(I) complex in which each copper ion is coordinated to one or both oxygen atoms in the acetylene molecule and to both triple bonds. It has been demonstrated that one oxygen atom can be replaced by the phenyl ring, which is able to coordinate the copper ion by the aromatic sextet. Kinugasa reactions that proceed in a high yield can also be performed in the presence of a catalytic amount of the copper salt to provide products in an acceptable yield without a decrease of diastereoselectivity.
Asymmetric kinugasa reaction of cyclic nitrones and nonracemic acetylenes
Stecko, Sebastian,Mames, Adam,Furman, Bartlomiej,Chmielewski, Marek
experimental part, p. 3094 - 3100 (2009/08/08)
Kinugasa reactions between chiral acetylenes and five-membered nitrones, achiral and bearing a stereogenic center in both enantiomeric forms, proceed in moderate to good yield with high diastereoselectivity affording mostly one dominant product. The first
