Homo- and hetero-difunctionalized β-cyclodextrins: Short direct synthesis in gram scale and analysis of regiochemistry

• Gábor Benkovics,
• Mihály Bálint,
• Éva Fenyvesi,
• Erzsébet Varga,
• Szabolcs Béni,
• Konstantina Yannakopoulou and
• Milo Malanga

Beilstein J. Org. Chem. 2019, 15, 710–720, doi:10.3762/bjoc.15.66

• to further transformations is a daunting task due to challenging purification and unambiguous characterization of the obtained regioisomers with similar physicochemical properties. The primary-side homo-difunctionalization of β-CD can lead to three regioisomers, while the hetero-difunctionalization

• applications [8][9]. There exist reliable experimental protocols for the selective mono- and persubstitution of native CDs that are now considered as established procedures. However, the introduction of two identical (homo-difunctionalization) or two different (hetero-difunctionalization) functional groups at

• defined positions on the CD macrocycle in an efficient, reproducible and up-scalable process is still a very challenging task. In order to achieve homo-difunctionalization of the primary side, two synthetic approaches can be applied: (i) the direct difunctionalization, based on the regioselective