TY - JOUR
T1 - Regioselective oxidation of carbohydrate triols
T2 - facile synthesis of 2,3-O-isopropylidene-β-d-threo-hexo-2,4-diulo-pyranose and 1,2-O-isopropylidene-β-d-threo-hexo-2,5,diulo-pyranose
AU - den Drijver, Laetitia
AU - Holzapfel, Cedric W.
AU - Koekemoer, Johannes M.
AU - Kruger, Gert J.
AU - van Dyk, Martha S.
PY - 1986/11/1
Y1 - 1986/11/1
N2 - Stannylation of 2,3-O-isopropylidene-β-d-fructopyranose with dibutyltin oxide followed by brominolysis afforded 2,3-O-isopropylidene-β-d-threo-hexo-2,4-diulopyranose, which was characterised as its oxime. Brominolysis of the O-dibutylstannylene derivative of 1,2-O-isopylidene-β-d-fructopyranose furnished 1,2-O-isopropylidene-β-d-threo-hexo-2,5-diulopyranose, which was characterised as the corresponding O-methyloxime diacetate.
AB - Stannylation of 2,3-O-isopropylidene-β-d-fructopyranose with dibutyltin oxide followed by brominolysis afforded 2,3-O-isopropylidene-β-d-threo-hexo-2,4-diulopyranose, which was characterised as its oxime. Brominolysis of the O-dibutylstannylene derivative of 1,2-O-isopylidene-β-d-fructopyranose furnished 1,2-O-isopropylidene-β-d-threo-hexo-2,5-diulopyranose, which was characterised as the corresponding O-methyloxime diacetate.
UR - http://www.scopus.com/inward/record.url?scp=37949043024&partnerID=8YFLogxK
U2 - 10.1016/S0008-6215(00)90140-X
DO - 10.1016/S0008-6215(00)90140-X
M3 - Article
AN - SCOPUS:37949043024
SN - 0008-6215
VL - 155
SP - 141
EP - 150
JO - Carbohydrate Research
JF - Carbohydrate Research
IS - C
ER -