Reaction of sulfonimidamide Anions with Electrophiles

Article abstract of DOI:10.1021/jo00253a007

The reaction of alkylsulfonimidamides with bases gave corresponding carboanions, which were allowed to react with carbonyl compounds to give (2-hydroxyalkyl)sulfonimidamides in good yields.When benzoic anhydride or chlorotrimethylsilane was treated with these anions, corresponding phenacylsulfonimidamides or (trimethylsilyl)methylsulfonimidamides were obtained.On the other hand, the reaction of methyl N-p-tosylsulfonimidmorpholide anion with carbonyl compounds afforded epoxides or oxetanes in good yields.