From over-stoichiometric to sub-stoichiometric enantioselective protonation with 2-sulfinyl alcohols: A view in perspective

A general study of the enantioselective protonation of prochiral enolates with 2-sulfinyl alcohols is reported. The modification of reaction conditions to reduce drastically the amount of chiral proton source needed to obtain a good enantiomeric excess is reported. The effects of the different factors controlling the stereoselectivity are clearly established. Different protocols for enolate generation are compared. Medio Simon, Mercedes, Mercedes.Medio@uv.es ; Aleman Lopez, Pedro Antonio, Pedro.Aleman@uv.es ; Gil Tomas, Jesus Javier, Jesus.J.Gil@uv.es ; Asensio, Aguilar Gregorio, Gregorio.Asensio@uv.es