title: Synthesis of Functionalized Alkylidenecyclopropanes by Ireland-Claisen Rearrangement of Cyclopropenylcarbinyl Esters.
abstract: Glycolates or glycinates derived from diversely substituted secondary cyclopropenylcarbinols have been involved for the first time in an Ireland-Claisen rearrangement. This reaction allows an efficient and stereoselective access to highly functionalized alkylidenecyclopropanes possessing an α-hydroxy or α-amino acid subunit, which in turn are valuable precursors of substituted cyclopropanes by diastereoselective hydrogenation of the exocyclic alkene.
authors.affiliation: †Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI), ESPCI ParisTech, CNRS (UMR8231), PSL Research University, 10 rue Vauquelin, 75231 Paris Cedex 05, France.
authors.forename: Guillaume
authors.initials: G
authors.lastname: Ernouf
authors.affiliation: ‡Diverchim, 6 rue du Noyer, ZAC du Moulin, 95700 Roissy-en-France, France.
authors.forename: Jean-Louis
authors.initials: JL
authors.lastname: Brayer
authors.affiliation: ‡Diverchim, 6 rue du Noyer, ZAC du Moulin, 95700 Roissy-en-France, France.
authors.forename: Benoît
authors.initials: B
authors.lastname: Folléas
authors.affiliation: ‡Diverchim, 6 rue du Noyer, ZAC du Moulin, 95700 Roissy-en-France, France.
authors.forename: Jean-Pierre
authors.initials: JP
authors.lastname: Demoute
authors.affiliation: †Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI), ESPCI ParisTech, CNRS (UMR8231), PSL Research University, 10 rue Vauquelin, 75231 Paris Cedex 05, France.
authors.forename: Christophe
authors.initials: C
authors.lastname: Meyer
authors.affiliation: †Laboratoire de Chimie Organique, Institute of Chemistry, Biology and Innovation (CBI), ESPCI ParisTech, CNRS (UMR8231), PSL Research University, 10 rue Vauquelin, 75231 Paris Cedex 05, France.
authors.forename: Janine
authors.initials: J
authors.lastname: Cossy