303142-74-7Relevant academic research and scientific papers
Ag(I)-Catalyzed Kinetic Resolution of Cyclopentene-1,3-diones
Liu, Hua-Chao,Wei, Liang,Huang, Rong,Tao, Hai-Yan,Cong, Hengjiang,Wang, Chun-Jiang
, p. 3482 - 3486 (2018)
An efficient kinetic resolution of readily available racemic cyclopentene-1,3-diones has been developed via a Ag(I)-catalyzed asymmetric 1,3-dipolar cycloaddition of azomethine ylides. This methodology shows good functional-group tolerance, delivering an array of synthetically valuable cyclopentene-1,3-diones with excellent stereoselectivity and generally high resolution efficiency (s = 48-226) accompanied by the biologically important fused pyrrolidine derivatives. Notably, this strategy allows facile access to the key intermediates for the synthesis of (+)-madindolines A and B.
Copper(I)-catalyzed asymmetric desymmetrization: Synthesis of five-membered-ring compounds containing all-carbon quaternary stereocenters
Aikawa, Kohsuke,Okamoto, Tatsuya,Mikami, Koichi
, p. 10329 - 10332 (2012/07/30)
A highly stereoselective catalytic alkylation sequence for the synthesis of highly functionalized and versatile five-membered-ring compounds bearing all-carbon quaternary stereocenters was developed. Enantioselective desymmetrization of achiral cyclopentene-1,3-diones was thus executed by chiral Cu-phosphoramidite catalysts. A variety of complicated cyclopentane derivatives can be synthesized with excellent stereoselectivities using a low catalyst loading in a one-pot operation.
Novel stereoselective construction of a quaternary carbon: Application to synthesis of the cyclopentenedione moiety of madindolines
Hosokawa,Sekiguchi,Enemoto,Kobayashi
, p. 6429 - 6433 (2007/10/03)
Enantioselective synthesis of the cyclopentenedione moiety of madindolines was achieved. Stereoselective construction of a quaternary carbon was realized by alkylation of an enolate possessing chiral auxiliary. Cyclopentenedione was derived from a triketone precursor by intramolecular condensation. (C) 2000 Elsevier Science Ltd.
