Issue 7, 2001

Sodium hydride/hexamethylphosphoric triamide: a new and efficient reagent towards the synthesis of protected 1,2- and 5,6-enopyranosides

Abstract

A new method for the elimination of hydrogen halides and p-toluenesulfonic acid from sugar moieties using sodium hydride (NaH) in hexamethylphosphoric triamide (HMPA) at room temperature is reported. NaH/HMPA has several advantages compared to NaH/DMF: elimination products are produced in high yields even from sterically hindered starting materials, and not only from halides, but also tosylates.

Article information

Article type
Letter
Submitted
18 Dec 2000
Accepted
25 Apr 2001
First published
13 Jun 2001

New J. Chem., 2001,25, 896-898

Sodium hydride/hexamethylphosphoric triamide: a new and efficient reagent towards the synthesis of protected 1,2- and 5,6-enopyranosides

K. M. Khan, S. Perveen, S. T. A. Shah, M. S. Shekhani and W. Voelter, New J. Chem., 2001, 25, 896 DOI: 10.1039/B010196F

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