FeCl3-promoted and ultrasound-assisted synthesis of resveratrol O-derived glycoside analogs.

作者: Hamid Marzag , Guillaume Robert , Maeva Dufies , Khalid Bougrin , Patrick Auberger

DOI: 10.1016/J.ULTSONCH.2014.05.022

关键词: AnomerAcetylationPhenolResveratrolIodophenolGlycosideLewis acid catalysisSonicationChemistryOrganic chemistry

摘要: Phenol derived O-glycosides were synthesized using a direct and convenient O-glycosidation, starting from acetylated sugars in the presence of FeCl3, an inexpensive, mild benign Lewis acid catalyst. The reactions carried out under both conventional ultrasonic irradiation conditions. In general, improvement rates yields observed when sonication compared with conditions leading to corresponding β-O-glycosides as major anomer. Post-synthetic transformations iodophenol intermediates led new resveratrol O-glycoside analogs good overall yields.

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