Synthesis of Rumphellaone A and Hushinone by a Gold-Catalyzed [2 + 2] Cycloaddition

[Image: see text] The enantioselective total synthesis of rumphellaone A has been accomplished in 12 steps via a diastereoselective gold(I)-catalyzed [2 + 2] macrocyclization of a 1,10-enyne as the key step to build the cyclobutene moiety. This concise approach has also led to the total synthesis of...

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Autores principales: Ranieri, Beatrice, Obradors, Carla, Mato, Mauro, Echavarren, Antonio M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2016
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4820790/
https://www.ncbi.nlm.nih.gov/pubmed/26974011
http://dx.doi.org/10.1021/acs.orglett.6b00473
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author Ranieri, Beatrice
Obradors, Carla
Mato, Mauro
Echavarren, Antonio M.
author_facet Ranieri, Beatrice
Obradors, Carla
Mato, Mauro
Echavarren, Antonio M.
author_sort Ranieri, Beatrice
collection PubMed
description [Image: see text] The enantioselective total synthesis of rumphellaone A has been accomplished in 12 steps via a diastereoselective gold(I)-catalyzed [2 + 2] macrocyclization of a 1,10-enyne as the key step to build the cyclobutene moiety. This concise approach has also led to the total synthesis of husinone.
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spelling pubmed-48207902016-04-06 Synthesis of Rumphellaone A and Hushinone by a Gold-Catalyzed [2 + 2] Cycloaddition Ranieri, Beatrice Obradors, Carla Mato, Mauro Echavarren, Antonio M. Org Lett [Image: see text] The enantioselective total synthesis of rumphellaone A has been accomplished in 12 steps via a diastereoselective gold(I)-catalyzed [2 + 2] macrocyclization of a 1,10-enyne as the key step to build the cyclobutene moiety. This concise approach has also led to the total synthesis of husinone. American Chemical Society 2016-03-14 2016-04-01 /pmc/articles/PMC4820790/ /pubmed/26974011 http://dx.doi.org/10.1021/acs.orglett.6b00473 Text en Copyright © 2016 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Ranieri, Beatrice
Obradors, Carla
Mato, Mauro
Echavarren, Antonio M.
Synthesis of Rumphellaone A and Hushinone by a Gold-Catalyzed [2 + 2] Cycloaddition
title Synthesis of Rumphellaone A and Hushinone by a Gold-Catalyzed [2 + 2] Cycloaddition
title_full Synthesis of Rumphellaone A and Hushinone by a Gold-Catalyzed [2 + 2] Cycloaddition
title_fullStr Synthesis of Rumphellaone A and Hushinone by a Gold-Catalyzed [2 + 2] Cycloaddition
title_full_unstemmed Synthesis of Rumphellaone A and Hushinone by a Gold-Catalyzed [2 + 2] Cycloaddition
title_short Synthesis of Rumphellaone A and Hushinone by a Gold-Catalyzed [2 + 2] Cycloaddition
title_sort synthesis of rumphellaone a and hushinone by a gold-catalyzed [2 + 2] cycloaddition
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4820790/
https://www.ncbi.nlm.nih.gov/pubmed/26974011
http://dx.doi.org/10.1021/acs.orglett.6b00473
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AT matomauro synthesisofrumphellaoneaandhushinonebyagoldcatalyzed22cycloaddition
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