1187458-70-3Relevant academic research and scientific papers
Development of Routes for the Stereoselective Preparation of β-Aryl- C-glycosides via C-1 Aryl Enones
Kanaujiya, Vimlesh Kumar,Kandasamy, Jeyakumar,Sabiah, Shahulhameed,Singh, Adesh Kumar,Tiwari, Varsha
supporting information, p. 7650 - 7655 (2020/10/09)
A wide range of enones derived from d-glucal, d-galactal, l-rhamnal, d-rhamnal, and l-arabinal underwent Heck-coupling with various arylboronic acids bearing electron-donating and -withdrawing groups in the presence of palladium acetate and 1,10-phenanthroline. These reactions provided synthetically useful C-1 aryl enones in good yields. Many sensitive functional groups as well as protecting groups present in arylboronic acids and enones, respectively, remained intact under optimized conditions. The stereoselective hydrogenation of C-1 aryl enones with Pd-C/H2 provides the β-isomer of 2-deoxy-aryl-C-glycosides in excellent yield. The C-1 aryl enones were also used as precursors for the synthesis of 2-hydroxy-β-aryl-C-glycosides. Regioselective C-2 halogenations and vinylations of C-1 aryl enones were achieved in excellent yields.
Microwave-assisted palladium-catalyzed cross-coupling reactions between pyranoid glycals and aryl bromides. Synthesis of 2′-deoxy C-aryl-β-glycopyranosides
Lei, Ming,Gao, Liang,Yang, Jin-Song
body text, p. 5135 - 5138 (2009/12/03)
Under microwave irradiation, perbenzylated pyranoid glycals were coupled with aryl bromides in the presence of 5% mol palladium(II) acetate in dimethylformamide to produce 2′,3′-unsaturated C-aryl-α-glycopyranosides in a rapid and stereospecific manner. T
