title: A new supported reagent for the parallel synthesis of primary and secondary O-alkyl hydroxylamines through a base-catalyzed Mitsunobu reaction.
abstract: The growing field of applications of O-alkyl hydroxylamines in medicinal chemistry and chemical biology has motivated the search for a parallel synthesis. A solid-phase approach based on the alkylation by alcohols of a new supported N-hydroxyphthalimide reagent using a Mitsunobu reaction followed by methylaminolysis has been optimized. This study points out the importance of the linker and a specific base effect for the Mitsunobu reaction. A large variety of alcohols can be used to give with moderate to high yields diverse O-alkyl hydroxylamines in high purity.
authors.affiliation: Institut de Chimie des Substances Naturelles, UPR 2301-CNRS, Avenue de la Terrasse, 91198 Gif-sur-Yvette, France.
authors.forename: Ludovic T
authors.initials: LT
authors.lastname: Maillard
authors.forename: Meryem
authors.initials: M
authors.lastname: Benohoud
authors.forename: Philippe
authors.initials: P
authors.lastname: Durand
authors.forename: Bernard
authors.initials: B
authors.lastname: Badet