Abstract
The D- and L-form 1,6-anhydrohexopyranoses are valuable building blocks in the synthesis of carbohydrate molecules as well as nature products. Their bicyclo[3.2.1]octane framework possesses rigid conformation that has several advantages and offers unique reactivity patterns in comparison with their corresponding hexopyranoses. A variety of practical and convenient routes developed for their preparation over past two decades have been reviewed and analyzed here. The novel reactions for regioselective discriminations of three hydroxy groups at C2, C3, and C4 via chemical or enzymatic processes, newer methodologies for opening the 1,6-anhydro ring, and their applications to synthesize the biologically significant and structurally diverse oligosaccharides and nature compounds are described.
Keywords: anhydrohexopyranoses, oligosaccharides, nature products, bicyclo[3.2.1]octane framework
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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