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  A Convenient, Highly Efficient One-Pot Preparation of Peracetylated Glycals From Reducing Sugars
 
 
Title: A Convenient, Highly Efficient One-Pot Preparation of Peracetylated Glycals From Reducing Sugars
Author: Shull, Brian K.
Wu, Zhijun
Koreeda, Masato
Appeared in: Journal of carbohydrate chemistry
Paging: Volume 15 (1996) nr. 8 pages 955-964
Year: 1996-11-01
Contents: A convenient, highly efficient, one-pot, three-step procedure has been developed for the synthesis of peracetylated glycal derivatives from various reducing sugars including D-glucose, D-galactose, L-rhamnose, L-arabinose, D-maltose, D-lactose, and maltotriose. This procedure involves peracetylation of the reducing sugars with acetic anhydride and HBr/acetic acid followed by the transformation of the anomeric acetates to the corresponding bromides with additional HBr/acetic acid and finally reductive elimination of the 1-bromo and 2-acetoxy groups with Zn/CuSO4ยท5H2O in acetic acid/water containing sodium acetate. The overall yields of purified peracetylated glycals from the corresponding sugars range from 50 - 98%.
Publisher: Taylor & Francis
Source file: Elektronische Wetenschappelijke Tijdschriften
 
 

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