Synthesis of a jojoba bean disaccharide.
A synthesis of the disaccharide recently isolated from jojoba beans, 2-O-alpha-D-galactopyranosyl-D-chiro-inositol, has been achieved. The suitably protected chiro-inositol unit was prepared by an enantiospecific synthesis from L-xylose utilizing SmI2-mediated pinacol coupling as a key step.
Kornienko
A
A
Department of Chemistry, Tufts University, Medford, MA 02155, USA.
Marnera
G
G
d'Alarcao
M
M
D002236:Carbohydrate Conformation; D004187:Disaccharides / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D007202:Indicators and Reagents; D008958:Models, Molecular; D012639:Seeds; D013237:Stereoisomerism; D013400:Sugar Acids / Q000138:chemical synthesis* / Q000737:chemistry; D014994:Xylose
C115516:2-O-galactopyranosyl-inositol; D004187:Disaccharides; D007202:Indicators and Reagents; D013400:Sugar Acids; D014994:Xylose