Cyclodextrins selectively modified on both rims using an O-3-debenzylative post-functionalisation, a consequence of the Sorrento meeting.
A de-O-benzylation reaction induced by I(2)-Et(3)SiH and developed by Iadonisi et al. on mono- and disaccharides was applied to per- or polybenzylated α-cyclodextrins to furnish compounds deprotected at position 3 of all sugar units. This methodology allows the straightforward post-functionalisation of the secondary rim of cyclodextrins already functionalised on their primary rim.
UPMC Univ Paris 06, Institut Universitaire de France, Institut Parisien de Chimie Moléculaire (UMR CNRS 7201), FR 2769, C. 181, 4 Place Jussieu, 75005 Paris, France.
Maxime
M
Guitet
Ségolène Adam
SA
de Beaumais
Yves
Y
Blériot
Boris
B
Vauzeilles
Yongmin
Y
Zhang
Mickaël
M
Ménand
Matthieu
M
Sollogoub
D004187:Disaccharides / Q000737:chemistry*; D007455:Iodine / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009005:Monosaccharides / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry; D013237:Stereoisomerism; D047391:alpha-Cyclodextrins / Q000737:chemistry*
D004187:Disaccharides; D009005:Monosaccharides; D012821:Silanes; D047391:alpha-Cyclodextrins; C512918:triethylsilane; D007455:Iodine