Stereoselective synthesis of beta-L-rhamnopyranosides.
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.
Lee
Yong Joo
YJ
RIKEN (The Institute of Physical and Chemical Research), 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
Ishiwata
Akihiro
A
Ito
Yukishige
Y
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
D006027:Glycosides; D011714:Pyrans; D012210:Rhamnose