piperidines has been researched along with triflic-anhydride* in 2 studies
2 other study(ies) available for piperidines and triflic-anhydride
| Article | Year |
|---|---|
Pre-activation of fully acetylated dodecyl thioglycosides with BSP-Tf2O led to efficient glycosylation at low temperature.
Fully acetylated dodecyl thioglycosides were found to be useful as glycosyl donors by activation with 1-benzenesulfinyl piperidine (BSP) and triflic anhydride (Tf(2)O) at -78 degrees C. The glycosyl acceptor was added to the reaction mixture at the same temperature to furnish various disaccharide, including the protected Lewis a (Le(a)) trisaccharide, in good yields. Topics: Acetylation; Carbohydrate Sequence; Cold Temperature; Furans; Glycosylation; Molecular Sequence Data; Piperidines; Sulfonamides; Thioglycosides | 2009 |
Synthesis and glycosylation of a series of 6-mono-, di-, and trifluoro S-phenyl 2,3,4-tri-O-benzyl-thiorhamnopyranosides. Effect of the fluorine substituents on glycosylation stereoselectivity.
A series of 6-mono-, di-, and trifluoro analogs of S-phenyl 2,3,4-tri-O-benzyl-D- or L-thiorhamnopyranoside has been synthesized and used as donors in glycosylation reactions, with activation by the 1-benzenesulfinyl piperidine/triflic anhydride system. The stereochemical outcome of the glycosylation reactions was found to depend on the electron-withdrawing capability of the disarming substituent at the 6-position, i.e., on the number of fluorine atoms present. The results are explained with regard to the increased stability of the glycosyl triflates, shown to be intermediates in the reaction by low-temperature 1H NMR experiments, with increased fluorine content. Topics: Benzylidene Compounds; Carbohydrate Conformation; Carbohydrate Sequence; Fluorine; Furans; Glycosylation; Magnetic Resonance Spectroscopy; Models, Chemical; Molecular Sequence Data; Piperidines; Rhamnose; Stereoisomerism; Sulfonamides; Thioglycosides | 2007 |