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Issue 78, 2016
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A six-step total synthesis of α-thujone and d6-α-thujone, enabling facile access to isotopically labelled metabolites

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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.

Graphical abstract: A six-step total synthesis of α-thujone and d6-α-thujone, enabling facile access to isotopically labelled metabolites

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Supplementary files

Article information


Submitted
28 Jun 2016
Accepted
02 Sep 2016
First published
12 Sep 2016

This article is Open Access

Chem. Commun., 2016,52, 11701-11703
Article type
Communication

A six-step total synthesis of α-thujone and d6-α-thujone, enabling facile access to isotopically labelled metabolites

I. Thamm, J. Richers, M. Rychlik and K. Tiefenbacher, Chem. Commun., 2016, 52, 11701 DOI: 10.1039/C6CC05376A

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