A Generalized Procedure for the One-Pot Preparation of Glycosyl Azides and Thioglycosides Directly...

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2006 Carbohydrates U 0500 A Generalized Procedure for the One-Pot Preparation of Glycosyl Azides and Thioglycosides Directly from Unprotected Reducing Sugars under Phase-Trans- fer Reaction Conditions. — A new one-pot procedure for the preparation of glycosyl azides and thioglycosides starts directly from the free sugars without isolation of inter- mediate per-O-acylated glycosyl bromides. Thiolysis and azidolysis are performed un- der phase-transfer conditions. The method is applicable to various mono- and disaccha- rides. In all cases, completely anomerically inverted, i.e. trans products, are obtained. — (KUMAR, R.; TIWARI, P.; MAULIK, P. R.; MISRA*, A. K.; Eur. J. Org. Chem. 2006, 1, 74-79; Div. Med. Process Chem., Cent. Drug Res. Inst., Lucknow 226 001, India; Eng.) — S. Adam 19- 187

Transcript of A Generalized Procedure for the One-Pot Preparation of Glycosyl Azides and Thioglycosides Directly...

2006

CarbohydratesU 0500 A Generalized Procedure for the One-Pot Preparation of Glycosyl Azides and

Thioglycosides Directly from Unprotected Reducing Sugars under Phase-Trans-fer Reaction Conditions. — A new one-pot procedure for the preparation of glycosyl azides and thioglycosides starts directly from the free sugars without isolation of inter-mediate per-O-acylated glycosyl bromides. Thiolysis and azidolysis are performed un-der phase-transfer conditions. The method is applicable to various mono- and disaccha-rides. In all cases, completely anomerically inverted, i.e. trans products, are obtained. — (KUMAR, R.; TIWARI, P.; MAULIK, P. R.; MISRA*, A. K.; Eur. J. Org. Chem. 2006, 1, 74-79; Div. Med. Process Chem., Cent. Drug Res. Inst., Lucknow 226 001, India; Eng.) — S. Adam

19- 187