828930-34-3Relevant academic research and scientific papers
Transition-metal-free synthesis of aryl 1-thioglycosides with arynes at room temperature
Liao, Li-Hua,Liu, Yao,Yan, Nan,Yu, Xiao-Bing,Zhang, Xiang-Mei,Zhong, Qian
, p. 26666 - 26671 (2021/08/17)
A mild, convenient and transition-metal-free protocol for the synthesis of aryl 1-thioglycosides is presentedviaarynes generatedin situcombined with glycosyl thiols in the presence of TBAF(tBuOH)4. The methodology provides a general and efficient way to prepare a series of functionalized thioglycosides in good to excellent yields with a perfect control of the anomeric configuration at room temperature. In addition, the reaction conditions tolerate a variety of the pentoses and hexoses, and the reaction also performs smoothly on protected monosaccharides and disaccharides.
An efficient route to thioglycosides with the 2,3-anhydro-D-ribo stereochemistry
Tilekar, Jayant N.,Lowary, Todd L.
, p. 2895 - 2899 (2007/10/03)
An improved route for the synthesis of p-tolyl 2,3-anhydro-5-O-benzoyl-1- thio-β-d-ribofuranoside and its α anomer, which are important intermediates in the synthesis of α- and β-d-arabinofuranosides, has been developed. The products are obtained in six steps from d-xylose in 39% overall yield.
