Synthesis of an Advanced Intermediate of the Jatrophane Diterpene Pl-4: A Dibromide Coupling Approach

[Image: see text] The preparation of an advanced intermediate toward the synthesis of the jatrophane diterpene Pl-4 is described. The key step is a regioselective chelation-controlled lithiation of the (Z)-configured bromide in the corresponding vinyl dibromide precursor. The method outlined within...

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Autores principales: Fürst, Rita, Rinner, Uwe
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2013
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3767202/
https://www.ncbi.nlm.nih.gov/pubmed/23895274
http://dx.doi.org/10.1021/jo401480t
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author Fürst, Rita
Rinner, Uwe
author_facet Fürst, Rita
Rinner, Uwe
author_sort Fürst, Rita
collection PubMed
description [Image: see text] The preparation of an advanced intermediate toward the synthesis of the jatrophane diterpene Pl-4 is described. The key step is a regioselective chelation-controlled lithiation of the (Z)-configured bromide in the corresponding vinyl dibromide precursor. The method outlined within this Article is suitable for the facile access of sterically hindered internal vinyl halides for further coupling reactions.
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spelling pubmed-37672022013-09-09 Synthesis of an Advanced Intermediate of the Jatrophane Diterpene Pl-4: A Dibromide Coupling Approach Fürst, Rita Rinner, Uwe J Org Chem [Image: see text] The preparation of an advanced intermediate toward the synthesis of the jatrophane diterpene Pl-4 is described. The key step is a regioselective chelation-controlled lithiation of the (Z)-configured bromide in the corresponding vinyl dibromide precursor. The method outlined within this Article is suitable for the facile access of sterically hindered internal vinyl halides for further coupling reactions. American Chemical Society 2013-07-29 2013-09-06 /pmc/articles/PMC3767202/ /pubmed/23895274 http://dx.doi.org/10.1021/jo401480t Text en Copyright © 2013 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html)
spellingShingle Fürst, Rita
Rinner, Uwe
Synthesis of an Advanced Intermediate of the Jatrophane Diterpene Pl-4: A Dibromide Coupling Approach
title Synthesis of an Advanced Intermediate of the Jatrophane Diterpene Pl-4: A Dibromide Coupling Approach
title_full Synthesis of an Advanced Intermediate of the Jatrophane Diterpene Pl-4: A Dibromide Coupling Approach
title_fullStr Synthesis of an Advanced Intermediate of the Jatrophane Diterpene Pl-4: A Dibromide Coupling Approach
title_full_unstemmed Synthesis of an Advanced Intermediate of the Jatrophane Diterpene Pl-4: A Dibromide Coupling Approach
title_short Synthesis of an Advanced Intermediate of the Jatrophane Diterpene Pl-4: A Dibromide Coupling Approach
title_sort synthesis of an advanced intermediate of the jatrophane diterpene pl-4: a dibromide coupling approach
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3767202/
https://www.ncbi.nlm.nih.gov/pubmed/23895274
http://dx.doi.org/10.1021/jo401480t
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