• Medientyp: E-Artikel
  • Titel: Stereoselective Heck Reactions with Vinyl Sulfoxides, Sulfides and Sulfones
  • Beteiligte: Bachmann, Daniel G.; Wittwer, Christopher C.; Gillingham, Dennis G.
  • Erschienen: Wiley, 2013
  • Erschienen in: Advanced Synthesis & Catalysis
  • Sprache: Englisch
  • DOI: 10.1002/adsc.201300678
  • ISSN: 1615-4150; 1615-4169
  • Schlagwörter: General Chemistry
  • Entstehung:
  • Anmerkungen:
  • Beschreibung: <jats:title>Abstract</jats:title><jats:p>We report the Heck cross‐coupling of notoriously unreactive, but synthetically valuable olefins: vinyl sulfoxides, vinyl sulfones, and vinyl sulfides. Key findings include the importance of the sterically hindered (tri‐<jats:italic>tert‐</jats:italic>butyl)phosphine ligand and the unique effectiveness of triethylamine as the base. The method is general, <jats:italic>E</jats:italic>‐selective, and can be used to synthesize disubstituted or trisubstituted olefins through simple adjustments of stoichiometry.</jats:p><jats:p><jats:boxed-text content-type="graphic" position="anchor"><jats:graphic xmlns:xlink="http://www.w3.org/1999/xlink" mimetype="image/gif" position="anchor" specific-use="enlarged-web-image" xlink:href="graphic/mcontent.gif"><jats:alt-text>magnified image</jats:alt-text></jats:graphic></jats:boxed-text></jats:p>