A six-step total synthesis of α-thujone and d-α-thujone, enabling facile access to isotopically labelled metabolites.

Chem Commun (Camb)

Department of Chemistry, University of Basel, St. Johannsring 19, CH-4056 Basel, Switzerland. and Department of Biosystems Science and Engineering, ETH Zürich, Mattenstrasse 26, CH-4058 Basel, Switzerland.

Published: September 2016

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 d-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.

Download full-text PDF

Source
http://dx.doi.org/10.1039/c6cc05376aDOI Listing

Publication Analysis

Top Keywords

synthesis α-thujone
8
six-step total
4
total synthesis
4
α-thujone d-α-thujone
4
d-α-thujone enabling
4
enabling facile
4
facile access
4
access isotopically
4
isotopically labelled
4
labelled metabolites
4

Similar Publications

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!