文献类型：期刊文献

英文题名：Total synthesis of glycosylflavone Parkinsonin B

作者：Wang, Zhao-Xia; Ren, Zhi-Hua; Yan, Jing; Xu, Xin; Shi, Xiao-Xin; Chen, Guo-Rong

机构：[1]E China Univ Sci & Technol, Inst Fine Chem, Adv Mat Lab, Shanghai 200237, Peoples R China

年份：2006

卷号：26

期号：9

起止页码：1254

外文期刊名：CHINESE JOURNAL OF ORGANIC CHEMISTRY

收录：;WOS:【SCI-EXPANDED(收录号:WOS:000240299400012)】；

语种：英文

外文关键词：2-hydroxy-4,6-bis-methoxyacetophenone; O-(2,3,4,6-tetra-O-benzyl-alpha-D-glucopyranosyl) trichoroacetimidate; glycosylation; C-glycosylflavone; synthesis

摘要：Owing to their special stability and prominent biological activity, C-glycosylflavones and their chemical synthesis have recently attracted considerable attention in the field of glycoscience. A total synthesis of glycosylflavone parkinsonin B with specific stereoselectivity is reported herein. 2-Hydroxy-4,6-bis-methoxy acetophenone (3) was synthesized by one step in high regioselectivity under the optimal condition. The compound 3 was then glycosylated with O-(2,3,4,6-tetra-O-benzyl-alpha-D-glucopyranosyl) trichloroacetimidate (7) as active glycosyl donor with specific stereoselectivity to produce compound 8. Parkinsonin B (1) was synthesized by the chalcone route from compound 8. The structures of target compound 1 and intermediates were confirmed by IR, MS, H-l NMR spectra and element analysis.