Direct glycosylation of bioactive small molecules with glycosyl iodide and strained olefin as acid scavenger

X Gu, L Chen, X Wang, X Liu, Q You, W Xi…

Index: Gu, Xiangying; Chen, Lin; Wang, Xin; Liu, Xiao; You, Qidong; Xi, Wenwei; Gao, Li; Chen, Guohua; Chen, Yue-Lei; Xiong, Bing; Shen, Jingkang Journal of Organic Chemistry, 2014 , vol. 79, # 3 p. 1100 - 1110

Full Text: HTML

Citation Number: 7

Abstract

A new strategy for diversity-oriented direct glycosylation of bioactive small molecules was developed. This reaction features (−)-β-pinene as acid scavenger and work with glycosyl iodides under mild conditions. With the aid of RP-HPLC and chiral SFC separation techniques, the new direct glycosylation proved effective at gram scale on bioactive small molecules including AZD6244, podophyllotoxin, paclitaxel, and docetaxel. Interesting ...