Organic compounds -- part of the class 532-570 series – Organic compounds – Carbohydrates or derivatives
Patent
1986-09-12
1988-06-14
Griffin, Ronald W.
Organic compounds -- part of the class 532-570 series
Organic compounds
Carbohydrates or derivatives
536 184, C07H 502, C07H 1300, C07H 1500
Patent
active
047512911
ABSTRACT:
Glycosyl halides which are O-acylated or O-alkylated at least in the 2-position are transhalogenated with alkali metal hydrogen difluorides in a polar-aprotic solvent and, if appropriate, the product is anomerized with the addition of less than the stoichiometric amounts of an inorganic fluoride with a Lewis acid character. Depending on the substrate, the glycosyl fluorides with the 1,2-trans or 1,2-cis configuration are obtained.
REFERENCES:
patent: 4659810 (1987-04-01), Thiem et al.
A. A. E. Penglis (Adv. Carbohydr. Chem. Biochem., 38, 195-285 (1981).
A. B. Foster and J. H. Westwood (Pure Appl. Chem., 35, 147-168 (1973).
A. Bertho (Ber. Dtsch. Chem. Ges., 63, 836 (1930)).
Chemical Abstracts, 73, (1970), 35645y.
Carbohydrate Research, 132, (1984), pp. 339-341.
Chemical Abstracts, 80, (1974), 96243q.
Chemical Abstracts, 95, (1981), 43491q.
Deger Hans-Matthias
Fritsche-Lang Wolfram
Kreuzer Matthias
Thiem Joachim
Griffin Ronald W.
Hoechst Aktiengesellschaft
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