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.

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Beck, J. C., Lacker, C. R., Chapman, L. M., & Reisman, S. E. (2019). A modular approach to prepare enantioenriched cyclobutanes: synthesis of (+)-rumphellaone A. Chemical Science, 10(8), 2315–2319. https://doi.org/10.1039/c8sc05444d

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