Catalytic asymmetric thiofunctionalization of unactivated alkenes

Scott E Denmark, David J.P. Kornfilt, Thomas Vogler

Research output: Contribution to journalArticle

Abstract

Catalytic asymmetric sulfenylation of double bonds has been achieved using a BINAM-based phosphoramide catalyst and an electrophilic sulfur source. Simple alkenes as well as styrenes afforded sulfenylated tetrahydrofurans and tetrahydropyrans by closure with pendant hydroxyl or carboxyl groups. Intermolecular thiofunctionalizations were also achieved with simple alcohols or carboxylic acids as the nucleophiles.

Original languageEnglish (US)
Pages (from-to)15308-15311
Number of pages4
JournalJournal of the American Chemical Society
Volume133
Issue number39
DOIs
StatePublished - Oct 5 2011

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ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

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