42558-50-9Relevant articles and documents
General chemoenzymatic route to two-stereocenter triketides employing assembly line ketoreductases
Zhang, Zhicheng,Cepeda, Alexis J.,Robles, Mireya L.,Hirsch, Melissa,Kumru, Kaan,Zhou, Jina A.,Keatinge-Clay, Adrian T.
supporting information, p. 157 - 160 (2019/12/25)
Modular polyketide synthases (PKSs) are enzymatic assembly lines that fuse carbon fragments into complex chiral products. Here, their synthetic logic is employed to chemoenzymatically generate two-stereocenter triketides. Each of the four stereoisomers was constructed in a stereocontrolled manner using C-acylation and two PKS ketoreductases possessing opposite stereoselectivities.
Copper-Catalyzed Asymmetric Conjugate Additions of Bis(pinacolato)diboron and Dimethylzinc to Acyl- N-methylimidazole Michael Acceptors: A Highly Stereoselective Unified Strategy for 1,3,5,... n (OH, Me) Motif Synthesis
Lauberteaux, Jimmy,Crévisy, Christophe,Baslé, Olivier,De Figueiredo, Renata Marcia,Mauduit, Marc,Campagne, Jean-Marc
supporting information, p. 1872 - 1876 (2019/03/11)
A unified strategy for the construction of prevalent 1,3,5,...n (OH, Me) motifs based on consecutive copper-catalyzed asymmetric conjugate borylation (ACB) and methylation (ACA) reactions involving α,β-unsaturated 2-acyl-N-methylimidazoles is described. Good yields and high diastereoselectivities have been obtained in ACA and ACB reactions for both matched and mismatched pairs as illustrated in the synthesis of syn/anti and anti/anti (Me, OTBS, Me) and (OH, OTBS, Me) motifs.
Chiral BINAP-based hierarchical porous polymers as platforms for efficient heterogeneous asymmetric catalysis
Wang, Tao,Lyu, Yuan,Xiong, Kai,Wang, Wenlong,Zhang, Hao,Zhan, Zhuangping,Jiang, Zheng,Ding, Yunjie
, p. 890 - 897 (2017/05/22)
Two vinyl-functionalized chiral 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (BINAP) ligands, (S)-4,4′-divinyl-BINAP and (S)-5,5′-divinyl-BINAP, were successfully synthesized. Chiral BINAP-based porous organic polymers (POPs), denoted as 4-BINAP@POPs and 5-BINAP@POPs, were efficiently prepared via the copolymerization of vinyl-functionalized BINAP with divinyl benzene under solvothermal conditions. Thorough characterization using nuclear magnetic resonance spectroscopy, thermogravimetric analysis, extended X-ray absorption fine structure analysis, and high-angle annular dark-field scanning transmission electron microscopy, we confirmed that chiral BINAP groups were successfully incorporated into the structure of the materials considered to contain hierarchical pores. Ru was introduced as a catalytic species into the POPs using different synthetic routes. Systematic investigation of the resultant chiral Ru/POP catalysts for heterogeneous asymmetric hydrogenation of β-keto esters revealed their excellent chiral inducibility as well as high activity and stability. Our work thereby paves a path towards the use of advanced hierarchical porous polymers as solid chiral platforms for heterogeneous asymmetric catalysis.