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Updated: May 27, 2026

A Customizable Approach for the Enzymatic Production and Purification of Diterpenoid Natural Products
Published on: October 4, 2019
Synthesis enables a structural revision of the Mycobacterium tuberculosis-produced diterpene, edaxadiene
Jillian E Spangler1, Cheryl A Carson, Erik J Sorensen
1Department of Chemistry, Princeton University, Frick Chemical Laboratory, Princeton, NJ, 08544, USA.
Abstract:
A stereodivergent synthesis of the [3.3.1] bicyclic core of edaxadiene was completed utilizing a key intramolecular oxidative ketone allylation. Significant discrepancies between the spectroscopic data obtained for the synthetic construct and the natural isolate raised questions about the structural assignment of edaxadiene. A subsequent structural reassignment was validated by completion of a total synthesis of the correct structure of the natural product.
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