An efficient synthesis of pregaliellalactone and desoxygaliellalactone

Summary, in English

A short and efficient total synthesis of rac-desoxygaliellalactone and (+)-desoxygaliellalactone, via the biosynthetic intermediate pregaliellalactone, is described. The synthesis was achieved in only three steps, for (+)-desoxygaliellalactone including an enantioselective alkyl propiolate addition to 4-pentenal, a palladium catalysed alkylative lactonisation and an intramolecular Diels-Alder cycloaddition. (C) 2014 Elsevier Ltd. All rights reserved.

• Författare: Eira Ruud Furuseth; Rikard Larsson; Narda Blanco; Martin H Johansson; Olov Sterner
• Avdelning/ar: Centrum för analys och syntes
• Publiceringsår: 2014
• Språk: Engelska
• Sidor: 3667-3669
• Publikation/Tidskrift/Serie: Tetrahedron Letters
• Volym: 55
• Issue: 27
• Länkar: http://dx.doi.org/10.1016/j.tetlet.2014.04.117
• Dokumenttyp: Artikel i tidskrift
• Förlag: Elsevier
• Ämne: Chemical Sciences
• Nyckelord: Natural product; Pregaliellalactone; Desoxygaliellalactone; Galiellalactone; Enantioselective; Biosynthesis
• Status: Published
• ISBN/ISSN/Övrigt: ISSN: 0040-4039