One-Pot Synthesis of Asymmetrically Difunctionalized Oligomaltosides by Cyclodextrin Ring Opening

Matthieu Pelingre , Meriem Smadhi , Abed Bil (1, 2) , Veronique Bonnet (1) , Jose Kovensky (1)

1 LG2A - Laboratoire de Glycochimie, des Antimicrobiens et des Agro-ressources - UMR CNRS 7378
2 SFR Condorcet

The synthesis of pure difunctionalized hexa-, hepta- and octamaltosides was performed by one-pot chemical reaction from perbenzoylated cyclodextrin. Oligomaltosides with azide, propargyl or allyl on reducing end and an unprotected hydroxyl group on non-reducing end were obtained from perbenzoylated alpha-, beta- and gamma-cyclodextrin with 12 to 48 % yields.

Domaines: Biochimie, Biologie Moléculaire

Matthieu Pelingre, Meriem Smadhi, Abed Bil, Veronique Bonnet, Jose Kovensky. One-Pot Synthesis of Asymmetrically Difunctionalized Oligomaltosides by Cyclodextrin Ring Opening. ChemistryOpen, 2021, 10 (4), pp.493-496. ⟨10.1002/open.202100079⟩. ⟨hal-03613737⟩