title: The first chemical synthesis of a cyclodextrin heteroduplex.
abstract: The synthesis of the first heteroduplex of cyclodextrin (CD) 11, i.e., a compound in which the two primary rims of alpha- and beta-CDs are doubly connected, was achieved. The selected strategy involved a Sonogashira coupling of propargylated beta-CD 6 and iodo-alkenyl alpha-CD 4 to singly connect the two CDs. A ring-closing metathesis (RCM) of the heterodimer 9 afforded the second bridge, final deprotection and reductions giving access to 11.
authors.affiliation: Ecole Normale Supérieure, Département de Chimie, UMR CNRS 8642, 24 rue Lhomond, F-75231 Paris Cedex 05.
authors.forename: Olivia
authors.initials: O
authors.lastname: Bistri
authors.forename: Thomas
authors.initials: T
authors.lastname: Lecourt
authors.forename: Jean-Maurice
authors.initials: JM
authors.lastname: Mallet
authors.forename: Matthieu
authors.initials: M
authors.lastname: Sollogoub
authors.forename: Pierre
authors.initials: P
authors.lastname: Sinaÿ
mesh_terms: D003505:Cyclodextrins / Q000032:analysis / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D003505:Cyclodextrins