De novo asymmetric Achmatowicz approach to oligosaccharide natural products

The development and application of the asymmetric synthesis of oligosaccharides from achiral starting materials is reviewed. This de novo 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.

Automated summary

The development and application of asymmetric synthesis of oligosaccharides from achiral starting materials are reviewed in this article. This approach involves the use of asymmetric catalysis to synthesize optically pure furan alcohols, in combination with Achmatowicz oxidative rearrangement for the synthesis of various pyranones. Additionally, diastereoselective palladium-catalyzed glycosylation and subsequent diastereoselective post-glycosylation transformation are used for the synthesis of oligosaccharides.