Summary of main observation and conclusion The N-glycans attached to some chloroviruses comprise a hyperbranched core structure without precedent.We are interested in the chemical synthesis of the hexasaccharide attac...Summary of main observation and conclusion The N-glycans attached to some chloroviruses comprise a hyperbranched core structure without precedent.We are interested in the chemical synthesis of the hexasaccharide attached to ATCV-1 (Acanthocystis turfacea Chlorella virus 1)for its distinct structure.After exploring four routes,the target hexasaccharide 2 was successfully synthesized for the first time in overall 10% yield over 8 steps from thioglycoside building blocks.This synthetic protocol is characterized by the three-component one-pot glycosylation and the regioselective glycosylation reactions.The disclosed synthetic approach to this new type of N-glycans will facilitate the in-depth understanding of their biological functions.展开更多
A practical and efficient synthesis of phosphatidylinositol pentamannoside （PIM5） was achieved based on a five-component one-pot sequential glycosylation protocol with exclusive regio- and stereo-selectivity. Two re...A practical and efficient synthesis of phosphatidylinositol pentamannoside （PIM5） was achieved based on a five-component one-pot sequential glycosylation protocol with exclusive regio- and stereo-selectivity. Two regioselective sequential glycosylations on inositol and p-tolyl thioglycosides as the sole type of building blocks made this protocol to avoid the tedious protective group manipulations. This synthetic strategy provides access to other important glycolipids with similar structures.展开更多
A metal-free and light-promoted approach to the synthesis of N-9 alkylated purine nucleoside derivatives, via a CF3 radical triggered radical relay pathway, has been developed. Purine nucleoside derivatives were prepa...A metal-free and light-promoted approach to the synthesis of N-9 alkylated purine nucleoside derivatives, via a CF3 radical triggered radical relay pathway, has been developed. Purine nucleoside derivatives were prepared regioselectively in good to high yields. Photosensitizers and metals are free in this transformation. Visible light or even sunlight can be used as the source of light for the reactions.展开更多
An efficient and novel methodology to access phenolic glycosides has been established by using coppermediated coupling reaction of aryl boronic acids with hemiacetals.The reaction takes place normally in the presence ...An efficient and novel methodology to access phenolic glycosides has been established by using coppermediated coupling reaction of aryl boronic acids with hemiacetals.The reaction takes place normally in the presence of Cu(OAc)_2(1.0 equiv.)and pyridine(2.0 equiv.)at 40℃.This protocol distinguishes itself by wide substrate scope,operational simplicity and giving rise to a myriad of phenolic glycosides in good to excellent yields.展开更多
基金the National Key R&D Program of China (Grant No. 2018YFA0507602)the National Natural Science Foundation of China (Nos.21572012,21772006)the State Key Laboratory of Drug Research (No.SIMM1803KF-02).
文摘Summary of main observation and conclusion The N-glycans attached to some chloroviruses comprise a hyperbranched core structure without precedent.We are interested in the chemical synthesis of the hexasaccharide attached to ATCV-1 (Acanthocystis turfacea Chlorella virus 1)for its distinct structure.After exploring four routes,the target hexasaccharide 2 was successfully synthesized for the first time in overall 10% yield over 8 steps from thioglycoside building blocks.This synthetic protocol is characterized by the three-component one-pot glycosylation and the regioselective glycosylation reactions.The disclosed synthetic approach to this new type of N-glycans will facilitate the in-depth understanding of their biological functions.
基金financially supported by the National Natural Science Foundation of China(Nos.21232002,21572012,and 21772006)Beijing Natural Science Foundation(No.2142015)Beijing Higher Education Young Elite Teacher Project(No.YETP0063)
文摘A practical and efficient synthesis of phosphatidylinositol pentamannoside （PIM5） was achieved based on a five-component one-pot sequential glycosylation protocol with exclusive regio- and stereo-selectivity. Two regioselective sequential glycosylations on inositol and p-tolyl thioglycosides as the sole type of building blocks made this protocol to avoid the tedious protective group manipulations. This synthetic strategy provides access to other important glycolipids with similar structures.
基金financially supported by the National Natural Science Foundation of China(Nos. 21232002. 21572012)Beijing Natural Science Foundation (No. 7152085)
文摘A metal-free and light-promoted approach to the synthesis of N-9 alkylated purine nucleoside derivatives, via a CF3 radical triggered radical relay pathway, has been developed. Purine nucleoside derivatives were prepared regioselectively in good to high yields. Photosensitizers and metals are free in this transformation. Visible light or even sunlight can be used as the source of light for the reactions.
基金financially supported by the National Key R&D Program of China (No. 2018YFA0507602)the National Natural Science Foundation of China (Nos. 21572012, 21772006)the State Key Laboratory of Drug Research (No. SIMM1803KF-02)
文摘An efficient and novel methodology to access phenolic glycosides has been established by using coppermediated coupling reaction of aryl boronic acids with hemiacetals.The reaction takes place normally in the presence of Cu(OAc)_2(1.0 equiv.)and pyridine(2.0 equiv.)at 40℃.This protocol distinguishes itself by wide substrate scope,operational simplicity and giving rise to a myriad of phenolic glycosides in good to excellent yields.
