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Scientific article
English

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

Published inEuropean journal of organic chemistry, vol. 2016, no. 4, p. 644-646
Publication date2016
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 synthesis
  • Cycloaddition
  • Hydroazulene
  • Sesquiterpenes
  • Terpenoids
Research group
Citation (ISO format)
SERBA, Christelle, LAGOUTTE, Roman, WINSSINGER, Nicolas. Rapid and Scalable Synthesis of <i>cis</i>-Fused Guaiane-Type Sesquiterpenes. In: European journal of organic chemistry, 2016, vol. 2016, n° 4, p. 644–646. doi: 10.1002/ejoc.201501277
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Article (Published version)
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Identifiers
ISSN of the journal1099-0690
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Technical informations

Creation02/08/2016 9:19:00 AM
First validation02/08/2016 9:19:00 AM
Update time03/15/2023 12:07:43 AM
Status update03/15/2023 12:07:43 AM
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