A convenient method for replacement of the anomeric hydroxy group in carbohydrates by difluoromethyl functionality

Tetrasubstituted C‐Glycosylidenes and C‐Glycosyl Compounds from Di‐ and Monobromo‐Substituted exo‐Glycals

“…This transformation has been widely documented by our group [6,11,34] and others. [35] We investigated double reduction of the monosubstituted exo-glycals 2 by catalytic hydrogenation under Scheme 2. C-Glycosyl compounds from the monosubstituted exoglycals 2.…”

Nucleophilic Difluoro(phenylsulfonimidoyl)methylation of Unactivated Alkyl Bromides with PhSO(NTBS)CF2H: Facile Entry into gem‐Difluoroalkenes

“…[1,2] Among various fluorinated motifs that have been used to modify organic molecules, the gem-difluorovinyl group is of particular interest in both organic synthesis and biological chemistry owing to the electrophilic character of the difluorovinyl carbon endowed by the highly electronegative fluorine atoms. [3][4][5][6][7][8] On the one hand, difluoroalkenes have been often used as valuable precursors for the preparation of di-and trifluoromethyl compounds, [3,4] monofluoroalkenes, [5] monofluorinated heterocycles, [6] carboxylic acids and esters. [7] The difluoroalkene moiety has also been used as the isostere of carbonyl group in the design of protease inhibitors.…”

Difluoromethyl Phenyl Sulfone, a Difluoromethylidene Equivalent: Use in the Synthesis of 1,1‐Difluoro‐1‐alkenes

“…[1] gem-Difluorovinyl functionality has been known to act as a bioisostere for aldehydes and ketones, [2] and it is critical to many biologically active molecules such as enzyme inhibitors [1,3] and pesticides.…”