636596-45-7Relevant 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
supporting information; 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.
Systematic Construction of a Monotetrahydrofuran-Ring Library in Annonaceous Acetogenins by Asymmetric Alkynylation and Stereodivergent Tetrahydrofuran-Ring Formation
Kojima, Naoto,Maezaki, Naoyoshi,Tominaga, Hiroaki,Asai, Mikito,Yanai, Minori,Tanaka, Tetsuaki
, p. 4980 - 4990 (2007/10/03)
All eight diastereoisomers of the monotetrahydrofuran-ring cores of annonaceous acetogenins have been synthesized through utilization of asymmetric alkynylation and stereodivergent one-pot tetrahydrofuran-ring formation. In all cases, the asymmetric alkyn
