A norbornyl route to cyclohexitols: structural diversity in fragmentation through functional group switching. Synthesis of α- and β-galactose, α-talose and α-fucopyranose carbasugars

A novel fragmentation sequence has been executed within the norbornane system, involving C1–C7 bond scission, to extract a versatile, highly functionalized cyclohexanoid moiety. Its further evolution towards a range of carbasugars is described.