Letters in Organic Chemistry

Author(s): Khalid M. Khan, Shahnaz Perveen, Raed A.S. Al-Qawasmeh, Mohammed S. Shekhani, Syed T. Ali Shah and Wolfgang Voelter

DOI: 10.2174/157017809787893109

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A Method for the Syntheses of Enopyranosides

Page: [191 - 196] Pages: 6

  • * (Excluding Mailing and Handling)

Abstract

Sodium hydride (NaH) in hexamethylphosphoric triamide (HMPA) has been introduced as an economical and efficient reagent towards the creation of 1,2- or 5,6-enopyranosides from the corresponding halogenated or tosylated pyranosides. NaH/HMPA has several advantages compared to NaH/DMF: elimination products are produced in high yields even from sterically-hindered halides as well as tosylates.

Keywords: Enopyranosides, sodium hydride/hexamethylphosphoric triamide, carbohydrates