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

Mercedes Medio-Simón, Pedro Alemán, Ana Cuenca, Jesús Gil, Nuria Rodríguez, Gregorio Asensio

Research output: Indexed journal article Reviewpeer-review

1 Citation (Scopus)

Abstract

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.

Original languageEnglish
Pages (from-to)266-286
Number of pages21
JournalArkivoc
Volume2005
Issue number9
Publication statusPublished - 8 Apr 2005
Externally publishedYes

Keywords

  • Enantioselective protonation
  • Enolates
  • Sulfinyl alcohols

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