The Wittig-cyclization procedure: acid promoted intramolecular formation of 3-C-branched-chain 3,6-anhydro furano sugars via 2'-oxopropylene derivatives.
Some olefinic Wittig products, 3-deoxy-5,6-O-isopropylidene-3-C-(2'-oxopropylene)-1,2-O-alkylidene hexofuranose derivatives were converted to the branched-chain 3,6-anhydro-3-C-(2'-oxopropyl) derivatives on treatment with ion exchange resin Amberlite 120 (H(+)) in methanol-water at room temperature. Hydrolysis of 5,6-isopropylidene groups and intramolecular ring-closures took place in one pot reactions.
Ay
Kadir
K
Celal Bayar University, Faculty of Art and Sciences, Chemistry Department, Manisa 45040, Turkey.
Cetin
Fatma
F
Yüceer
Levent
L
D000475:Alkenes; D000812:Anhydrides; D005663:Furans / Q000737:chemistry*; D005947:Glucose / Q000737:chemistry; D006601:Hexoses / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation
D000475:Alkenes; D000812:Anhydrides; D005663:Furans; D006601:Hexoses; C057406:gulose; C013658:propylene; D005947:Glucose