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 Feb 2019
Accepted
15 Mar 2019
First published
15 Mar 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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements