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

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 enan...

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Detalles Bibliográficos
Autores principales: Beck, Jordan C., Lacker, Caitlin R., Chapman, Lauren M., Reisman, Sarah E.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2018
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6385545/
https://www.ncbi.nlm.nih.gov/pubmed/30881657
http://dx.doi.org/10.1039/c8sc05444d
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author Beck, Jordan C.
Lacker, Caitlin R.
Chapman, Lauren M.
Reisman, Sarah E.
author_facet Beck, Jordan C.
Lacker, Caitlin R.
Chapman, Lauren M.
Reisman, Sarah E.
author_sort Beck, Jordan C.
collection PubMed
description 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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spelling pubmed-63855452019-03-15 A modular approach to prepare enantioenriched cyclobutanes: synthesis of (+)-rumphellaone A Beck, Jordan C. Lacker, Caitlin R. Chapman, Lauren M. Reisman, Sarah E. Chem Sci Chemistry 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. Royal Society of Chemistry 2018-12-19 /pmc/articles/PMC6385545/ /pubmed/30881657 http://dx.doi.org/10.1039/c8sc05444d Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Beck, Jordan C.
Lacker, Caitlin R.
Chapman, Lauren M.
Reisman, Sarah E.
A modular approach to prepare enantioenriched cyclobutanes: synthesis of (+)-rumphellaone A
title A modular approach to prepare enantioenriched cyclobutanes: synthesis of (+)-rumphellaone A
title_full A modular approach to prepare enantioenriched cyclobutanes: synthesis of (+)-rumphellaone A
title_fullStr A modular approach to prepare enantioenriched cyclobutanes: synthesis of (+)-rumphellaone A
title_full_unstemmed A modular approach to prepare enantioenriched cyclobutanes: synthesis of (+)-rumphellaone A
title_short A modular approach to prepare enantioenriched cyclobutanes: synthesis of (+)-rumphellaone A
title_sort modular approach to prepare enantioenriched cyclobutanes: synthesis of (+)-rumphellaone a
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6385545/
https://www.ncbi.nlm.nih.gov/pubmed/30881657
http://dx.doi.org/10.1039/c8sc05444d
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