176312-42-8Relevant articles and documents
Stereo-and regiospecific syntheses of α- and β-substituted vinyl and dienyl triflones via the stille reaction
Xiang, Jason S.,Mahadevan,Fuchs
, p. 4284 - 4290 (2007/10/03)
Acetylenic anions undergo efficient sulfonylation with trifluoromethanesulfonic anhydride to provide acetylenic triflones. These materials are stereospecifically converted to (Z)-β-iodovinyl triflones in one step via the addition of hydrogen iodide. Access to (Z)-α-iodovinyl trifloaes is also possible via a two-step process involving tributyltin hydride addition to the acetylenic triflones to generate (Z)-α-(tributylstannyl)vmyl triflones followed by an iododestannylation reaction. Both classes of iodovinyl triflones smoothly undergo palladium (O)-mediated Stille reactions with vinyl, aryl, heteroaryl, and acetylenic stannaries to stereospecifically provide trisubstituted vinyl and dienyl triflones.