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Issue 8, 2019
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A modular approach to prepare enantioenriched cyclobutanes: synthesis of (+)-rumphellaone A

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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

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Supplementary files

Article information


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

Chem. Sci., 2019,10, 2315-2319
Article type
Edge Article

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

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