Highly efficient and mild method for regioselective de-O-benzylation of saccharides by Co2(CO)8-Et3SiH-CO reagent system.
A highly efficient and mild method for the de-O-benzylation of protected saccharides was developed by transforming terminal benzyl ethers into silyl ethers using Co(2)(CO)(8)-Et(3)SiH under 1 atm of CO. The method was successfully used for the de-O-benzylation of perbenzylated monosaccharides with various anomeric protecting groups, as well as natural disaccharides and trisaccharides such as sucrose, raffinose, and melezitose in good yields (>80%).
Yin
Zhao-Jun
ZJ
The State Key Laboratory of Natural and Biomimetic of Drugs, School of Pharmaceutical Sciences, Peking University, Beijing 100191, P. R. China.
Wang
Bo
B
Li
Yang-Bing
YB
Meng
Xiang-Bao
XB
Li
Zhong-Jun
ZJ
D001555:Benzene Derivatives / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D015394:Molecular Structure; D014312:Trisaccharides / Q000138:chemical synthesis* / Q000737:chemistry
D001555:Benzene Derivatives; D014312:Trisaccharides