52209-01-5Relevant articles and documents
Reactivity of a-trifluoromethanesulfonyl esters, amides and ketones: Decarboxylative allylation, methylation, and enol formation
Kong, Han Il,Gill, Monica A.,Hrdina, Amy H.,Crichton, Jennifer E.,Manthorpe, Jeffrey M.
, p. 151 - 161 (2013/11/06)
The impact of α-trifluoromethanesulfonyl groups on the chemistry of various carbonyl groups is reported. Allylic α, α-dialkylated- α-trifluoromethanesulfonyl esters readily underwent decarboxylative allylation. α-Trifluoromethylsulfonyl esters, ketones, and amides were all methylated in the presence of trimethylsilyldiazomethane. Esters afforded a mixture of O-and C-methylation; however, ketones and amides offered exclusively O-methylation, with varying degrees of E/Z selectivity, thus affording ambiphilic alkenes. α-Trifluoromethanesulfonyl ketones also exhibited keto-enol tautomerism.