asymmetric Achmatowicz approach to oligosaccharide natural products.

Chem Commun (Camb)

Department of Chemistry and Chemical Biology, Northeastern University, Boston, MA, 02115, USA.

Published: November 2022

The development and application of the asymmetric synthesis of oligosaccharides from achiral starting materials is reviewed. This asymmetric approach centers around the use of asymmetric catalysis for the synthesis of optically pure furan alcohols in conjunction with Achmatowicz oxidative rearrangement for the synthesis of various pyranones. In addition, the use of a diastereoselective palladium-catalyzed glycosylation and subsequent diastereoselective post-glycosylation transformation was used for the synthesis of oligosaccharides. The application of this approach to oligosaccharide synthesis is discussed.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9710213PMC
http://dx.doi.org/10.1039/d2cc05280fDOI Listing

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