A new route to 2-C- and 4-C-branched sugars by palladium-indium bromide-mediated carbonyl allylation.
Palladium-catalysed carbonyl allylations can be effectively applied to the regio- and diastereoselective synthesis of 2-C- and 4-C-branched sugars from allylic esters or carbonates via the formation of pi-allylpalladium(II) intermediates and their reductive transmetalation with indium(I) bromide.
Norsikian
Stéphanie
S
Laboratoire de Chimie Organique Multifonctionnelle, UMR CNRS-UPS 8614 Glycochimie Moléculaire Bât. 420, Université Paris Sud, 91405, Orsay Cedex, France. stephnorsikian@icmo.u-psud.fr
Lubineau
André
A
D000498:Allyl Compounds / Q000737:chemistry*; D001965:Bromides / Q000737:chemistry*; D002241:Carbohydrates / Q000737:chemistry*; D002384:Catalysis; D007204:Indium / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*
D000498:Allyl Compounds; D001965:Bromides; D002241:Carbohydrates; D007204:Indium; D010165:Palladium