title: Stereoselective synthesis of (2S,3S,4R,5S)-3,4-dihydroxy-2,5-dihydroxymethyl pyrrolidine from L-sorbose.
abstract: One of the most frequently synthesized iminosugar derivatives is DMDP. Starting from L-sorbose, a practical method for the synthesis of derivatives of this five-membered iminocyclitol has been developed, involving straightforward steps and a convenient selective reduction of a ketoxime intermediate.
authors.affiliation: Institut de Chimie Moléculaire de Reims, UMR CNRS 7312, Université de Reims, Reims, France.
authors.forename: Sébastien
authors.initials: S
authors.lastname: Balieu
authors.forename: Arnaud
authors.initials: A
authors.lastname: Guilleret
authors.forename: Romain
authors.initials: R
authors.lastname: Reynaud
authors.forename: Agathe
authors.initials: A
authors.lastname: Martinez
authors.forename: Arnaud
authors.initials: A
authors.lastname: Haudrechy
mesh_terms: D050111:Imino Sugars / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D011759:Pyrrolidines / Q000138:chemical synthesis* / Q000737:chemistry; D013013:Sorbose / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D050111:Imino Sugars; D011759:Pyrrolidines; D013013:Sorbose