title: A six-step total synthesis of α-thujone and d6-α-thujone, enabling facile access to isotopically labelled metabolites.
abstract: The short synthesis of α-thujone relies on the functionalization of the readily available dimethylfulvene. Furthermore, the three main metabolites of the natural product were also synthesized. Since d6-acetone can be used as a starting material, the route developed allows for the facile incorporation of isotopic labels which are required for detecting and quantifying trace amounts via GC/MS analysis.
authors.affiliation: Analytical Food Chemistry, Technische Universität München, Alte Akademie 10, 85354 Freising, Germany.
authors.forename: Irene
authors.initials: I
authors.lastname: Thamm
authors.affiliation: Department of Chemistry, Technische Universität München, Lichtenbergstraße 4, 85747 Garching, Germany.
authors.forename: Johannes
authors.initials: J
authors.lastname: Richers
authors.affiliation: Analytical Food Chemistry, Technische Universität München, Alte Akademie 10, 85354 Freising, Germany.
authors.forename: Michael
authors.initials: M
authors.lastname: Rychlik
authors.affiliation: Department of Chemistry, University of Basel, St. Johannsring 19, CH-4056 Basel, Switzerland. konrad.tiefenbacher@unibas.ch and Department of Biosystems Science and Engineering, ETH Zürich, Mattenstrasse 26, CH-4058 Basel, Switzerland. tkonrad@ethz.ch.
authors.forename: Konrad
authors.initials: K
authors.lastname: Tiefenbacher