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2004
Halogenation
O 0235
Deoxyfluorination of Alcohols Using N,N-Diethyl-α,α-difluoro-(m-methylben— Primary alcohols, including sugars, are effectively converted to fluorides
46- 048 zyl)amine.
by treatment with the title reagent (DFMBA) using either microwave irradiation or conventional heating. In the case of 1-O-methyl and 1-O-acetyl sugars (VII), the presence
of KF prevents migration of the methoxy or acetoxy group. The method can be applied
to the synthesis of glycosyl fluorides. Various protecting groups remain intact under the
reaction conditions (to be continued). — (KOBAYASHI, S.; YONEDA, A.;
FUKUHARA, T.; HARA*, S.; Tetrahedron 60 (2004) 32, 6923-6926; Div. Mol.
Chem., Grad. Sch. Eng., Hokkaido Univ., Sapporo 060, Japan; Eng.) — Klein
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