Beilstein Journal of Organic Chemistry p. 1220 - 1225 (2015)
Update date:2022-08-11
Topics:
Mei, Qinggang
Wang, Chun
Zhao, Zhigang
Yuan, Weicheng
Zhang, Guolin
The hemisynthesis of the naturally occurring bioactive flavonoid glycoside icariin (1) has been accomplished in eleven steps with 7% overall yield from kaempferol. The 4?-OH methylation of kaempferol, the 8-prenylation of 3-O-methoxymethyl-4?-O-methyl-5- O-prenyl-7-O-benzylkaempferol (8) via para-Claisen-Cope rearrangement catalyzed by Eu(fod)3 in the presence of NaHCO3 , and the glycosylation of icaritin (3) are the key steps.
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