4.3 Article

ZnBr2-CATALYZED AND MICROWAVE-ASSISTED SYNTHESIS OF 2,3-UNSATURATED GLUCOSIDES OF HINDERED PHENOLS AND ALCOHOLS

Journal

SYNTHETIC COMMUNICATIONS
Volume 44, Issue 17, Pages 2565-2576

Publisher

TAYLOR & FRANCIS INC
DOI: 10.1080/00397911.2014.909490

Keywords

Alcohols; Ferrier reaction; microwave; phenols; 2,3-unsaturated 1-O-glucosides; ZnBr2

Funding

  1. Council of Scientific and Industrial Research, New Delhi

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Zinc bromide (ZnBr2) under microwave irradiation efficiently catalyzed the Ferrier reaction of hindered phenols and alcohols to afford the corresponding alpha-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.

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