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Rapid and Scalable Synthesis of cis-Fused Guaiane-Type Sesquiterpenes

Published in European Journal of Organic Chemistry. 2016, vol. 2016, no. 4, p. 644-646
Abstract Sesquiterpenes have been a rich source of bioactive compounds and have inspired innovative methodological developments. Herein we report a rapid and scalable synthesis of a substrate for a 4+3 cycloaddition in order to access the cis-fused bicyclic system of the guaianes. We further show diverse and efficient functionalizations of the bicyclic system. The relative stereochemistry was assigned based on the crystal structure of a key product.
Keywords Divergent synthesisCycloadditionHydroazuleneSesquiterpenesTerpenoids
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Other version: http://doi.wiley.com/10.1002/ejoc.201501277
Research group Groupe Winssinger
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SERBA, Christelle, LAGOUTTE, Roman, WINSSINGER, Nicolas. Rapid and Scalable Synthesis of cis-Fused Guaiane-Type Sesquiterpenes. In: European Journal of Organic Chemistry, 2016, vol. 2016, n° 4, p. 644-646. https://archive-ouverte.unige.ch/unige:80543

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Deposited on : 2016-02-08

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