Facile synthesis of sugar lactols via bromine-mediated oxidation of thioglycosides |
| |
| Authors: | Shuai Meng Bishwa Raj Bhetuwal Padam P Acharya |
| |
| Institution: | Department of Chemistry and Biochemistry and School of Green Chemistry and Engineering, The University of Toledo, Toledo, USA |
| |
| Abstract: | Synthesis of a variety of sugar lactols (hemiacetals) has been accomplished in moderate to excellent yields by using bromine-mediated oxidation of thioglycosides. It was found that acetonitrile is the optimal solvent for this oxidation reaction. This approach involving bromine as oxidant is superior to that using N-bromosuccinimide (NBS) which produces byproduct succinimide often difficult to separate from the lactol products. |
| |
| Keywords: | Bromine hemiacetals oxidation sugar lactols thioglycosides |
|
