Sulphonamides methane

The etiolate intermediate, generated by the addition of higher-order cyanocuprates to enones, has been trapped with several electrophiles. Thus the addition of trimethylsilyl chloride, diethyl or diphenyl phosphorochloridate and iV-phenyltrifluoro methane-sulphonamide affords the corresponding vinyl silyl ethers, vinyl phosphates and vinyltri-flates. " ... 

In the synthesis of sulphonamides and methane sulphonates [ C]methane sulphonyl chloride has been used (McCarron et al. 1999). 

Nitrogen-15 n.m.r. spectra of alkanesulphonamides, benzenesulphonamides, and isothiocyanates have been reported. Nitrogen-14 n.q.r. data on methane-sulphonamide and AW-disubstituted analogues have established a valuable application of the technique, i.e. to assess the degree of delocalization of the lone... 

Scheme 21 N-Glycosylation of methane sulphonamide with o-glycal 41, under various metal triflate catalysts.

Finally, Ferrier Af-glycosylation of n-glycal 41 was also reported with the assistance of Zn(OT 2) Tm(OTf)3, and Gd(OTf)3- Several N-nucleophiles could be used, and the results of the reaction of 41 with methane sulphonamide to give 51 are displayed in Scheme 21. In line with previous results, glycosylation with Zn(OTf)2 as catalyst gave better yields of Af-glycosyl derivative 51, although poorer a p selectivities. 

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