Potassium nonaflate

Trimethylsilyl nonaflate, (CH3)3Si0S02C4Fg-n (1). Mol, wt. 372,29. The reagent can be generated in situ from chlorotrimethylsilane and potassium nonaflate (n-C4F,S03K). 

Potassium methylsulfinylmethylide, 329 Potassium methyl xanthate, 39 Potassium nitrite, 329 Potassium nitrosodisuifonate, 329-330 Potassium nonaflate, 441... 

Simplified nucleoside synthesis,8 The known synthesis of nucleosides from silylated heterocycles and a protected sugar derivative in the presence of (CHjijSiClO or (CH3)3SiOTf (6, 639-640) has been adapted to a one-pot synthesis based on in situ silylation and Lewis acid catalysis. The reagent (1) is prepared in situ (equation I) and is added to the free base and acylated sugar then triflic acid, potassium nonaflate, or SnCl4 is added as catalyst. The last Lewis acid is fhe most active and allows condensation to proceed at 24°. Acetonitrile is the most useful solvent. The method is generally applicable and yields are about the same as those obtained in the two-step procedure. 

In the case of 3-amino-l,2,6-thiadiazine 1,1-dioxide 131, glycosylation was achieved using a mixture of potassium nonaflate, hexamethyldisilylazide, and trimethylsilyl chloride to obtain analogs 132 and 133 (Equation 13) <1995H(41)87>. Assessment of the relative stereochemistry was based on the H NMR shifts and multiplicity of the anomeric protons that appear as a doublet in the /ra r-isomer about 0.3 ppm downfield from the doublet of doublets for the rw-isomer. 

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