ZnBr2-Catalyzed and Microwave-Assisted Synthesis of 2,3-Unsaturated Glucosides of Hindered Phenols and Alcohols

Zinc bromide (ZnBr 2 ) under microwave irradiation efficiently catalyzed the Ferrier reaction of hindered phenols and alcohols to afford the corresponding α -2,3-unsaturated glucoside acetates in good yields and with good stereoselectivity. The reaction affords a facile access to new 2,3-dideoxygluc...

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Bibliographic Details
Published in:Synthetic communications 2014-09, Vol.44 (17), p.2565-2576
Main Authors: Bound, D. James, Bettadaiah, B. K., Srinivas, P.
Format: Article
Language:English
Subjects:
2,3-unsaturated 1-O-glucosides
Alcohols
Ferrier reaction
microwave
Phenols
ZnBr
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Summary:Zinc bromide (ZnBr 2 ) under microwave irradiation efficiently catalyzed the Ferrier reaction of hindered phenols and alcohols to afford the corresponding α -2,3-unsaturated glucoside acetates in good yields and with good stereoselectivity. The reaction affords a facile access to new 2,3-dideoxyglucosides of important phenolic and alcoholic constituents of spices.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397911.2014.909490