The sulfinyl moiety in Lewis base-promoted allylations
journal contribution
posted on 2023-06-08, 08:01authored byJ Robin Fulton, Lamin M Kamara, Simon C Morton, Gareth J Rowlands
By employing Senanayake's oxathiazolidine-2-oxide reagent, a collection of sulfinamides was prepared and provided the first examples of sulfinamides promoting the allylation of benzaldehyde and N-benzoylhydrazones with allyltrichlorosilane. The optimum sulfinamide-derived Lewis base promoter displays comparable activity to the best sulfinyl-based Lewis bases reported. The use of bis-sulfoxides is also discussed.