The sulfinyl moiety in Lewis base-promoted allylations

Authors :: Fulton, J. Robin
Kamara, Lamin M.
Morton, Simon C.
Rowlands, Gareth J.
Source :: Tetrahedron. Nov2009, Vol. 65 Issue 45, p9134-9141. 8p.
Publication Year :: 2009
Abstract: Abstract: 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. [Copyright &y& Elsevier]