title: Stereoselective synthesis of beta-L-rhamnopyranosides.
abstract: Stereoselective construction of 1,2-cis-beta-L-rhamnopyranoside was achieved by our effective methodology using naphthylmethyl (NAP) ether-mediated intramolecular aglycon delivery (IAD). The complete stereoselective synthesis of the bacterial extracellular polysaccharide, alpha-L-Rhap-(1-->3)-beta-L-Rhap-(1-->4)Glcp from Sphaerotilus natans, was successfully accomplished, clearly demonstrating that the NAP-IAD methodology is highly versatile.
authors.affiliation: RIKEN (The Institute of Physical and Chemical Research), 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
authors.forename: Yong Joo
authors.initials: YJ
authors.lastname: Lee
authors.forename: Akihiro
authors.initials: A
authors.lastname: Ishiwata
authors.forename: Yukishige
authors.initials: Y
authors.lastname: Ito
mesh_terms: D002240:Carbohydrate Sequence; D006027:Glycosides / Q000138:chemical synthesis; D008969:Molecular Sequence Data; D011714:Pyrans / Q000138:chemical synthesis*; D012210:Rhamnose / Q000031:analogs & derivatives* / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D006027:Glycosides; D011714:Pyrans; D012210:Rhamnose