ISSN:
0947-3440
Keywords:
Organofluorine compounds
;
Carbohydrates
;
Difluoromethylation
;
Difluoromethyl ether
;
Trifluoromethylzinc bromide
;
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
1,2:3,4-Di-O-isopropylidene-α-D-galactopyranose (1), methyl 2-O-(cyclohexylcarbamoyl)-3,4-O-(2,2,2- trichloroethylidene)-α-D-altropyranoside (4), methyl 4,6-O-benzylidene-2-O-to-syl-α-D-glucopyranoside (6), and methyl 4,6-O-benzylidene-α-D-glucopyranoside (8) were O-difluoromethylated with tri-fluoromethylzinc bromide (ZnBrCF3. 2 CH3CN) in a convenient procedure giving the difluoromethyl ethers 2, 5, 7, 9, and the bis(difluoromethyl) ether 10 in moderate yields. The 6-O-difluoromethyl-1,2:3,4-di-O-isopropylidene- α-D-galacto-pyranose (2) was deprotected by treatment with aqueous tri-fluoroacetic acid forming 6-O-difluoromethyl-D-galactopyranose (3).
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/jlac.1995199509241
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