• Medientyp: E-Artikel
  • Titel: Synthesis of α‐Amino‐γ‐lactams through Pd‐Catalzed Intramolecular Allylic Alkylation of Sarcosine Allyl Amides
  • Beteiligte: Thies, Sarah; Kazmaier, Uli
  • Erschienen: Wiley, 2014
  • Erschienen in: European Journal of Organic Chemistry
  • Sprache: Englisch
  • DOI: 10.1002/ejoc.201301659
  • ISSN: 1434-193X; 1099-0690
  • Schlagwörter: Organic Chemistry ; Physical and Theoretical Chemistry
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  • Beschreibung: <jats:title>Abstract</jats:title><jats:p><jats:italic>N</jats:italic>‐Protected amino acid allyl amides with an allylic leaving group can be used as substrates in palladium‐catalyzed allylic alkylation. Whereas intermolecular allylations proceed with excellent yields under standard conditions for enolate reactions, the intramolecular version is not a trivial issue. <jats:italic>N</jats:italic>‐Protected glycine amides preferentially form piperidinones through <jats:italic>N</jats:italic>‐allylation, but the corresponding sarcosine derivatives provide γ‐lactams in acceptable to good yields in dichloromethane, especially when the corresponding titanium enolates are formed.</jats:p>