Issue 8, 2019

A modular approach to prepare enantioenriched cyclobutanes: synthesis of (+)-rumphellaone A

Abstract

A modular synthesis of enantioenriched polyfunctionalized cyclobutanes was developed that features an 8-aminoquinolinamide directed C–H arylation reaction. The C–H arylation products were derivatized through subsequent decarboxylative coupling processes. This synthetic strategy enabled a 9-step enantioselective total synthesis of the antiproliferative meroterpenoid (+)-rumphellaone A.

Graphical abstract: A modular approach to prepare enantioenriched cyclobutanes: synthesis of (+)-rumphellaone A

Supplementary files

Article information

Article type
Edge Article
Submitted
06 Dec 2018
Accepted
19 Dec 2018
First published
19 Dec 2018
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2019,10, 2315-2319

A modular approach to prepare enantioenriched cyclobutanes: synthesis of (+)-rumphellaone A

J. C. Beck, C. R. Lacker, L. M. Chapman and S. E. Reisman, Chem. Sci., 2019, 10, 2315 DOI: 10.1039/C8SC05444D

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, 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 commercial 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