The macrocyclization of linear D-galacto-2-heptulopyranose-containing oligoketosides has been carried out by intramolecular glycosidation and ring-closing metathesis. The aglycon fragment of the cyclic neglycoconjugates thus formed was an alkylidene or a polyether chain. One of the oligoketoside–crown ethers showed a moderate asymmetric induction in the Cram model phenyl acetate–acrylate addition.
Transformation of linear oligoketosides into macrocyclic neoglycoconjugates
DONDONI, Alessandro;MARRA, Alberto
2009
Abstract
The macrocyclization of linear D-galacto-2-heptulopyranose-containing oligoketosides has been carried out by intramolecular glycosidation and ring-closing metathesis. The aglycon fragment of the cyclic neglycoconjugates thus formed was an alkylidene or a polyether chain. One of the oligoketoside–crown ethers showed a moderate asymmetric induction in the Cram model phenyl acetate–acrylate addition.File in questo prodotto:
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