Synthesis of Glycosides Bearing Chalcone Derivatives via Ferrier Rearrangement

Zainab, Ngaini and Dayang H., Abang Kamaluddin (2013) Synthesis of Glycosides Bearing Chalcone Derivatives via Ferrier Rearrangement. Malaysian Journal of Chemistry, 15 (1). 013-019. ISSN 1511-2292

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A series of glycoside derivatives bearing chalcones moieties has been synthesized. A convenient synthetic method was performed from the reaction of 3,4,6-tri-O-acetyl-D-glucal with (E)-1-(4-alkyloxyphenyl)-3-(4-hydroxy-phenyl)prop-2-en-1-one (2a-2c) employing OC rearrangement to afford C-glycoside 4a-c over prolonged reaction times, in the presence of BF3.OEt2 as a catalyst. The compounds differ in the length of alkyl groups, CnH2n+1, where n= 7, 8 and 9.

Item Type: Article
Uncontrolled Keywords: glycosylation, chalcones, glycosides, OC rearrangement, unimas, university, universiti, Borneo, Malaysia, Sarawak, Kuching, Samarahan, ipta, education, research, Universiti Malaysia Sarawak
Subjects: Q Science > QD Chemistry
Divisions: Academic Faculties, Institutes and Centres > Faculty of Resource Science and Technology
Depositing User: Karen Kornalius
Date Deposited: 15 Mar 2017 10:38
Last Modified: 15 Mar 2017 10:38

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