title: Highly selective indium mediated allylation of unprotected pentosylamines.
abstract: A straightforward functionalization of D-pentoses is reported, which affords homoallylaminopolyols in two steps and uses ion exchange chromatography as the only purification operation. The key indium-mediated allylation is effected on unprotected glycosylamines and occurs with good to excellent syn stereoselection. Validation of the synthetic utility of the method was exemplified by a 3-step synthesis of an optically active 1,2,3,6-tetrahydropyridine from D-xylose.
authors.affiliation: Université de Reims Champagne-Ardenne, Institut de Chimie Moléculaire de Reims, CNRS UMR 7312, UFR des Sciences Exactes et Naturelles, 51687 Reims Cedex 2, France. jb.behr@univ-reims.fr
authors.forename: Jean-Bernard
authors.initials: JB
authors.lastname: Behr
authors.forename: Audrey
authors.initials: A
authors.lastname: Hottin
authors.forename: Alpha
authors.initials: A
authors.lastname: Ndoye