Issue 29, 2019

Divergent total syntheses of five illudalane sesquiterpenes and assignment of the absolute configuration

Abstract

Concise, divergent total syntheses of five bioactive illudalane sesquiterpenes have been achieved. Our synthesis features an intermolecular [2+2+2] cycloaddition, and a lactone-directed aromatic C–H oxygenation to generate a temporary phenolic hydroxyl group which enables regioselective methylation. Furthermore, the absolute configuration of radulactone was assigned by chemical synthesis.

Graphical abstract: Divergent total syntheses of five illudalane sesquiterpenes and assignment of the absolute configuration

Supplementary files

Article information

Article type
Communication
Submitted
01 févr. 2019
Accepted
15 mars 2019
First published
15 mars 2019

Chem. Commun., 2019,55, 4250-4253

Divergent total syntheses of five illudalane sesquiterpenes and assignment of the absolute configuration

Z. Zeng, Y. Zhao and Y. Zhang, Chem. Commun., 2019, 55, 4250 DOI: 10.1039/C9CC00933G

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