InBr3-Catalyzed Synthesis of Aryl 1,2-trans-Thio(seleno)glycosidesWe gratefully acknowledge financial support from the National Science Foundation of China (21402075, 51501080 and 21675070) and the Fundamental Research Funds for the Central Universities, Lanzhou University (lzujbky-2015-307, lzujbky-2016-146, and lzujbky-2017-62)
Received: 25 May 2017
Accepted after revision: 23 June 2017
20 July 2017 (eFirst)
InBr3 is demonstrated to be an efficient catalyst for reactions of fully acetated aldoses with aryl mercaptans or selenophenol at room temperature, rapidly furnishing the corresponding thioglycosides or selenoglycosides with exclusively 1,2-trans-stereoselectivity. This bromide is an air- and moisture-stable Lewis acid and therefore the reactions can be performed in air atmosphere making the procedure simple to perform.