TY - JOUR
T1 - Photochemical oxidation of partially protected derivatives of α-d-glucofuranose and β-d-fructofuranose
AU - Den Drijver, Laetitia
AU - Holzapfel, Cedric W.
AU - van Dyk, Martha S.
AU - Kruger, Gert J.
PY - 1987/3/15
Y1 - 1987/3/15
N2 - An improved procedure for the preparation of 1,2-O-isopropylidene-β-d-fructofuranose and its 6-pyruvoylation is described. Photolysis of this ester in benzene furnished 5,6-O-isopropylidene-β-d-lyxo-5-ulofuranose, characterised as the O-methyloxime diacetate. Similary, photochemical oxidation of 1 1,2-O-isopropylidene-6-O-pyruvoyl-α-d-glucofuranose gave 1,2-O-isopropylidene-α-d-lgluco-hexodialo1,4:6,3-difuranose in excellent yield.
AB - An improved procedure for the preparation of 1,2-O-isopropylidene-β-d-fructofuranose and its 6-pyruvoylation is described. Photolysis of this ester in benzene furnished 5,6-O-isopropylidene-β-d-lyxo-5-ulofuranose, characterised as the O-methyloxime diacetate. Similary, photochemical oxidation of 1 1,2-O-isopropylidene-6-O-pyruvoyl-α-d-glucofuranose gave 1,2-O-isopropylidene-α-d-lgluco-hexodialo1,4:6,3-difuranose in excellent yield.
UR - http://www.scopus.com/inward/record.url?scp=26844501241&partnerID=8YFLogxK
U2 - 10.1016/0008-6215(87)84006-5
DO - 10.1016/0008-6215(87)84006-5
M3 - Article
AN - SCOPUS:26844501241
SN - 0008-6215
VL - 161
SP - 65
EP - 73
JO - Carbohydrate Research
JF - Carbohydrate Research
IS - 1
ER -