Modified One‐Pot Protocol for the Preparation of Thioglycosides from Unprotected Aldoses via S‐Glycosyl Isothiouronium Salts* |
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| Authors: | Pallavi Tiwari Geetanjali Agnihotri |
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| Institution: | Medicinal and Process Chemistry Division , Central Drug Research Institute , Lucknow, UP, India |
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| Abstract: | An efficient one‐pot protocol for the direct preparation of thioglycosides starting from unprotected reducing sugars via S‐glycosyl isothiouronium salts is reported. In this one‐pot methodology, BF3 · OEt2 has been used as a general catalyst for both per‐O‐acetylation of sugars and conversion of sugar per‐O‐acetates into S‐glycosyl isothiouronium salts, which was allowed to react with alkylating agents in the presence of a base to furnish thioglycosides in excellent yield. |
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| Keywords: | Acetylation Thioglycosides One‐pot Stoichiometric Aldoses Thiourea BF3 · OEt2 |
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