On the Stability of Disubstituted Cyclobutenes – A Computational Study

A computational study of the electrocyclic ring‐opening of 2‐substituted cyclobutenecarboxylic acids is presented. Detailed calculations suggest a model to predict whether the product of nucleophilic alkylation of a bicyclic lactone electrophile will be a cyclobutenecarboxylic acid or its dienoic ac...

Descripción completa

Detalles Bibliográficos
Autores principales: Maryasin, Boris, Maulide, Nuno
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2018
Materias:
Full Papers
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6472590/
https://www.ncbi.nlm.nih.gov/pubmed/31007572
http://dx.doi.org/10.1002/ejoc.201801243
_version_ 1783412270771994624
author Maryasin, Boris
Maulide, Nuno
author_facet Maryasin, Boris
Maulide, Nuno
author_sort Maryasin, Boris
collection PubMed
description A computational study of the electrocyclic ring‐opening of 2‐substituted cyclobutenecarboxylic acids is presented. Detailed calculations suggest a model to predict whether the product of nucleophilic alkylation of a bicyclic lactone electrophile will be a cyclobutenecarboxylic acid or its dienoic acid isomer, based on the used nucleophile.
format Online
Article
Text
id pubmed-6472590
institution National Center for Biotechnology Information
language English
publishDate 2018
publisher John Wiley and Sons Inc.
record_format MEDLINE/PubMed
spelling pubmed-64725902019-04-19 On the Stability of Disubstituted Cyclobutenes – A Computational Study Maryasin, Boris Maulide, Nuno European J Org Chem Full Papers A computational study of the electrocyclic ring‐opening of 2‐substituted cyclobutenecarboxylic acids is presented. Detailed calculations suggest a model to predict whether the product of nucleophilic alkylation of a bicyclic lactone electrophile will be a cyclobutenecarboxylic acid or its dienoic acid isomer, based on the used nucleophile. John Wiley and Sons Inc. 2018-11-21 2019-01-23 /pmc/articles/PMC6472590/ /pubmed/31007572 http://dx.doi.org/10.1002/ejoc.201801243 Text en © 2019 The Authors. Published by Wiley‐VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Full Papers
Maryasin, Boris
Maulide, Nuno
On the Stability of Disubstituted Cyclobutenes – A Computational Study
title On the Stability of Disubstituted Cyclobutenes – A Computational Study
title_full On the Stability of Disubstituted Cyclobutenes – A Computational Study
title_fullStr On the Stability of Disubstituted Cyclobutenes – A Computational Study
title_full_unstemmed On the Stability of Disubstituted Cyclobutenes – A Computational Study
title_short On the Stability of Disubstituted Cyclobutenes – A Computational Study
title_sort on the stability of disubstituted cyclobutenes – a computational study
topic Full Papers
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6472590/
https://www.ncbi.nlm.nih.gov/pubmed/31007572
http://dx.doi.org/10.1002/ejoc.201801243
work_keys_str_mv AT maryasinboris onthestabilityofdisubstitutedcyclobutenesacomputationalstudy
AT maulidenuno onthestabilityofdisubstitutedcyclobutenesacomputationalstudy

Ejemplares similares