A novel nucleophilic substitution of in situ generated 3-tert-butyldimethyl-silyloxyalk-2-enylsulfonium salts with allylindium reagents

초록

(equation presented) In situ generated 3-tert-butyldimethylsilyloxyalk-2-enylsulfonium salts derived from the reaction of α,β-enones with dimethyl sulfide in the presence of TBSOTf undergo a novel nucleophilic substitution with in situ generated allylindium reagents from indium and allyl halides to give silyl enol ethers of δ,ε-unsaturated ketones, which correspond to Michael addition products, in good yields. † Korea Advanced Institute of Science and Technology.