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Gu X.,China Pharmaceutical University | Gu X.,CAS Shanghai Institute of Materia Medica | Chen L.,CAS Shanghai Institute of Materia Medica | Wang X.,CAS Shanghai Institute of Materia Medica | And 9 more authors.
Journal of Organic Chemistry

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 glycoside derivatives were efficiently created with good yields and 1,2-cis selectivity. © 2014 American Chemical Society. Source

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