Synthesis of cis-hydrindan-2,4-diones bearing an all-carbon quaternary center by a Danheiser annulation

A straightforward synthetic entry to functionalized hydrindane compounds based on a rapid assembly of the core nucleus by a Danheiser cycloaddition is reported. Valuable bicyclic building blocks containing the fused five and six-membered carbocyclic ring system can be achieved in only four steps fro...

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Autores principales: Saborit, Gisela V, Cativiela, Carlos, Jiménez, Ana I, Bonjoch, Josep, Bradshaw, Ben
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2018
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6204772/
https://www.ncbi.nlm.nih.gov/pubmed/30410621
http://dx.doi.org/10.3762/bjoc.14.237
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author Saborit, Gisela V
Cativiela, Carlos
Jiménez, Ana I
Bonjoch, Josep
Bradshaw, Ben
author_facet Saborit, Gisela V
Cativiela, Carlos
Jiménez, Ana I
Bonjoch, Josep
Bradshaw, Ben
author_sort Saborit, Gisela V
collection PubMed
description A straightforward synthetic entry to functionalized hydrindane compounds based on a rapid assembly of the core nucleus by a Danheiser cycloaddition is reported. Valuable bicyclic building blocks containing the fused five and six-membered carbocyclic ring system can be achieved in only four steps from a simple acyclic β-keto ester.
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spelling pubmed-62047722018-11-08 Synthesis of cis-hydrindan-2,4-diones bearing an all-carbon quaternary center by a Danheiser annulation Saborit, Gisela V Cativiela, Carlos Jiménez, Ana I Bonjoch, Josep Bradshaw, Ben Beilstein J Org Chem Letter A straightforward synthetic entry to functionalized hydrindane compounds based on a rapid assembly of the core nucleus by a Danheiser cycloaddition is reported. Valuable bicyclic building blocks containing the fused five and six-membered carbocyclic ring system can be achieved in only four steps from a simple acyclic β-keto ester. Beilstein-Institut 2018-10-09 /pmc/articles/PMC6204772/ /pubmed/30410621 http://dx.doi.org/10.3762/bjoc.14.237 Text en Copyright © 2018, Saborit et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Letter
Saborit, Gisela V
Cativiela, Carlos
Jiménez, Ana I
Bonjoch, Josep
Bradshaw, Ben
Synthesis of cis-hydrindan-2,4-diones bearing an all-carbon quaternary center by a Danheiser annulation
title Synthesis of cis-hydrindan-2,4-diones bearing an all-carbon quaternary center by a Danheiser annulation
title_full Synthesis of cis-hydrindan-2,4-diones bearing an all-carbon quaternary center by a Danheiser annulation
title_fullStr Synthesis of cis-hydrindan-2,4-diones bearing an all-carbon quaternary center by a Danheiser annulation
title_full_unstemmed Synthesis of cis-hydrindan-2,4-diones bearing an all-carbon quaternary center by a Danheiser annulation
title_short Synthesis of cis-hydrindan-2,4-diones bearing an all-carbon quaternary center by a Danheiser annulation
title_sort synthesis of cis-hydrindan-2,4-diones bearing an all-carbon quaternary center by a danheiser annulation
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6204772/
https://www.ncbi.nlm.nih.gov/pubmed/30410621
http://dx.doi.org/10.3762/bjoc.14.237
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