Abstract
Two photoreactions for the synthesis of 1- and 2-deoxysugars from thioglycosides were developed. In the presence of Hantzsch ester as an additive, a wide range of 1-deoxysugars were synthesized in moderate to excellent yields under irradiation with UV light without an exogenous photosensitizer. On the other hand, the utilization of 2,4,6-tri-tert-butylpyrimidine (TTBP) as the additive furnished a variety of 2-deoxysugars as the main products from their corresponding thioglycosides. The reported methodology has a broad substrate scope and high functional group tolerance and is scalable to gram-scale reaction.
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De-Cai Xiong
Dr. D. Xiong received his B.S. degree in chemistry from Lanzhou University in 2005. He obtained his Ph.D. degree from Peking University in 2010 under the supervision of Prof. Xin-Shan Ye. He then joined in School of Pharmaceutical Sciences at Peking University as a lecturer. Presently he is working as an assistant professor at Peking University. His research interests mainly focus on photo-/electro-driven glycochemistry and the synthesis of oligosaccharides and polysaccharides.