Silicomolybdic Acid Cluster as Biocompatible Catalyst for One-Pot Tandem Synthesis of Orthogonally Protected Glycosides
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Date
2024
Journal Title
Journal of Organic Chemistry
Journal ISSN
Volume Title
Publisher
American Chemical Society
Abstract
The present paper describes a new and practical approach for the one-pot preparation of O-isopropylidene derivatives and also orthogonally protected S- and O-glycosides from the corresponding unprotected saccharides by employing 2 mol % of a silicomolybdic acid (SMA) cluster as a versatile and biocompatible catalyst. The present protocol is applicable to two-step one-pot tandem transformations, which include the O-isopropylidation, spiroketal functionalization, 4,6-O-arylidene acetalations, and arylidene acetylation processes under relatively mild reaction conditions. One-pot sequential transformations, low catalyst loading, rapid transformation, high to excellent reaction yields, mild reaction conditions, and a nontoxic biocompatible workup procedure are the notable advantages of devised protocol. � 2024 American Chemical Society.