title: An "against the rules" double bank shot with diisobutylaluminum hydride to allow triple functionalization of α-cyclodextrin.
abstract: Frustration leads to overreaction: when diametrically opposed regioselective debenzylation is frustrated, an unexpected double debenzylation reaction affords original tetrafunctionalized cyclodextrins in a controlled and efficient manner. A rationale of the reaction is proposed based on a kinetic study.
authors.affiliation: UPMC Univ Paris, Institut Universitaire de France, Institut Parisien de Chimie Moléculaire, UMR-CNRS, France.
authors.forename: Elena
authors.initials: E
authors.lastname: Zaborova
authors.forename: Maxime
authors.initials: M
authors.lastname: Guitet
authors.forename: Giuseppe
authors.initials: G
authors.lastname: Prencipe
authors.forename: Yves
authors.initials: Y
authors.lastname: Blériot
authors.forename: Mickaël
authors.initials: M
authors.lastname: Ménand
authors.forename: Matthieu
authors.initials: M
authors.lastname: Sollogoub
mesh_terms: D008958:Models, Molecular; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D047391:alpha-Cyclodextrins / Q000737:chemistry*
chemical_list: D009942:Organometallic Compounds; D047391:alpha-Cyclodextrins; C035719:diisobutylaluminum; C032613:alpha-cyclodextrin