Highly efficient deprotection of N-p-toluenesulfinyl group of β- branched Baylis-Hillman adducts by using amberlite IR-120 (plus) ion-exchange resin

Guigen Li, Sun Hee Kim, Han Xun Wei

Research output: Contribution to journalArticle

20 Scopus citations

Abstract

An efficient deprotection of N-p-toluenesulfinyl group of β-branched Baylis-Hillman adducts has been developed by using Amberlite IR-120 (plus) ion-exchange resin in methanol solution at room temperature. Good to quantitative yields have been obtained for six examples. No racemization was detected under the mild conditions. This new method provides a simultaneous deprotection/purification, which has the great advantage over the solution phase deprotection technique of simplicity of work-up. (C) 2000 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)719-723
Number of pages5
JournalTetrahedron
Volume56
Issue number5
DOIs
StatePublished - Jan 28 2000

Keywords

  • Amberlite IR-120 (plus) resin
  • Baylis-Hillman adducts
  • N-p-toluenesulfinyl cleavage

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