Base-promoted rearrangement of sugar epoxides to unsaturated sugars.
[chemical reaction: see text]. A simple and efficient method for rearranging 2,3-anhydro carbohydrates to unsaturated sugars has been developed. The exceptionally mild reaction conditions and high stereoselectivity should make this an attractive method for the preparation of unsaturated carbohydrate derivatives.
Wang
Yuan
Y
The State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Beijing, 100083, China.
Li
Qin
Q
Cheng
Shuihong
S
Wu
Yanfen
Y
Guo
Dongjie
D
Fan
Qiu-Hua
QH
Wang
Xiaofang
X
Zhang
Li-He
LH
Ye
Xin-Shan
XS
D002241:Carbohydrates / Q000138:chemical synthesis* / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques; D007202:Indicators and Reagents; D015394:Molecular Structure; D013237:Stereoisomerism
D002241:Carbohydrates; D007202:Indicators and Reagents