134390-45-7Relevant articles and documents
Asymmetric synthesis of 1H-pyrrol-3(2H)-ones from 2,3-diketoesters by combination of aldol condensation with benzilic acid rearrangement
Sha, Qiang,Arman, Hadi,Doyle, Michael P.
, p. 108 - 111 (2016)
An efficient two-step protocol for the asymmetric synthesis of 1H-pyrrol-3(2H)-one derivatives in 99% ee from conveniently accessed 2,3-diketoesters has been developed.
Aerobic oxidation of β-dicarbonyls into vicinal tricarbonyls by Cu(II) salts for one-pot synthesis of quinoxalines
Han, Xu,Lei, Tao,Yang, Xiu-Long,Zhao, Lei-Min,Chen, Bin,Tung, Chen-Ho,Wu, Li-Zhu
, p. 1770 - 1774 (2017)
Vicinal tricarbonyl intermediates are directly synthesized from β-dicarbonyls with the aid of Cu(II) salts and air, and they are further condensed with phenylene diamine to produce a range of quinoxalines in moderate to good yields in one-pot reaction.
Structural insights into the desymmetrization of bulky 1,2-dicarbonyls through enzymatic monoreduction
Rabuffetti, Marco,Cannazza, Pietro,Contente, Martina Letizia,Pinto, Andrea,Romano, Diego,Hoyos, Pilar,Alcantara, Andres R.,Eberini, Ivano,Laurenzi, Tommaso,Gourlay, Louise,Di Pisa, Flavio,Molinari, Francesco
supporting information, (2021/01/25)
Benzil reductases are dehydrogenases preferentially active on aromatic 1,2-diketones, but the reasons for this peculiar substrate recognition have not yet been clarified. The benzil reductase (KRED1-Pglu) from the non-conventional yeast Pichia glucozyma showed excellent activity and stereoselectivity in the monoreduction of space-demanding aromatic 1,2-dicarbonyls, making this enzyme attractive as biocatalyst in organic chemistry. Structural insights into the stereoselective monoreduction of 1,2-diketones catalyzed by KRED1-Pglu were investigated starting from its 1.77 ? resolution crystal structure, followed by QM and classical calculations; this study allowed for the identification and characterization of the KRED1-Pglu reactive site. Once identified the recognition elements involved in the stereoselective desymmetrization of bulky 1,2-dicarbonyls mediated by KRED1-Pglu, a mechanism was proposed together with an in silico prediction of substrates reactivity.
Atroposelective Phosphoric Acid Catalyzed Three-Component Cascade Reaction: Enantioselective Synthesis of Axially Chiral N-Arylindoles
Wang, Lei,Zhong, Jialing,Lin, Xufeng
, p. 15824 - 15828 (2019/10/28)
An efficient organocatalytic atroposelective three-component cascade reaction of 2,3-diketoesters, aromatic amines, and 1,3-cyclohexanediones has been developed for the highly enantioselective synthesis of axially chiral N-arylindoles. The success of this method derives from the use of a newly developed second-generation chiral spirocyclic phosphoric acid as the catalyst. In addition, this protocol was extended to the synthesis of an axially chiral monophosphorus ligand.