A Journal of Postdoctoral Research.
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Boc-Pyranones as building block towards biologically important Oligosaccharide Natural Pr
Sumit O. Bajaj, Ph.D.
The Scripps Research Institute
Department of Chemistry and Chemical Biology, The Scripps Research Institute, La Jolla, CA 92037, USA

Pyranones play an important role towards the synthesis of carbohydrate containing natural products and are the key building blocks for most of the natural/unnatural oligosaccharides. Boc-Pyranones synthesis is a De Novo approach (i.e, achiral starting material, 2-acetyl furan (1) converted to chiral products) via Noyori asymmetric hydrogenation, Achmatowicz oxidative rearrangement, Upjohn dihydroxylation. Particularly, Boc-protected pyranones have established broad applications towards the synthesis of natural/unnatural products containing carbohydrate motifs (e.g., total synthesis of mezzettiasides, a class of partially acetylated anti-cancer natural products via Pd-/B-dual catalysis and synthesis of cleistriosides/cleistetrosides, a series of rhamno-oligosaccharides).


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