Silicomolybdic Acid Cluster as Biocompatible Catalyst for One-Pot Tandem Synthesis of Orthogonally Protected Glycosides.
Manoj K JaiswalMangal S YadavMayank SinghSomenath GaraiVinod Kumar TiwariPublished in: The Journal of organic chemistry (2024)
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.