Expedient Synthesis of (+)-Lycopalhine A

Williams, Benjamin M. und Trauner, Dirk (2016): Expedient Synthesis of (+)-Lycopalhine A. In: Angewandte Chemie-international Edition, Bd. 55, Nr. 6: S. 2191-2194

Abstract

Two amino acids play a key role in the first total synthesis of lycopalhineA. l-glutamic acid serves as a convenient chiral starting material for the 13-step synthesis, and l-proline promotes an unusual 5-endo-trig Mannich cyclization that generates the central pyrrolidine ring of the Lycopodium alkaloid. The bicyclo[3.3.0]octanol moiety of the molecule is formed through an intramolecular aldol addition that may occur spontaneously in nature.

• Dokumententyp: Zeitschriftenartikel
• Fakultät: Chemie und Pharmazie > Department Chemie
• Themengebiete: 500 Naturwissenschaften und Mathematik > 540 Chemie
• ISSN: 1433-7851
• Sprache: Englisch