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2005
Intermediates
O 0190
Generation of Alkoxycarbenium Ion Pools from Thioacetals and Applications to
Chemistry. — The title ions are generated by low-temperature electro04- 041 Glycosylation
chemical oxidation of α-phenylthioethers. Attempts to detect the ion pools under these
conditions fail. High β-selectivity is observed for the one-pot method using Bu4NClO4,
whereas the corresponding in situ method (electrochemical reaction in the presence of
a glycosyl acceptor using Bu4NB(C6F5)4) exhibits α preference. — (SUZUKI, S.;
MATSUMOTO, K.; KAWAMURA, K.; SUGA*, S.; YOSHIDA*, J.-I.; Org. Lett. 6
(2004) 21, 3755-3758; Dep. Synth. Chem. Biol Chem., Grad. Sch. Eng., Kyoto Univ.,
Nishikyo, Kyoto 615, Japan; Eng.) — Steudel
2005
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