Tandem cross enyne metathesis (CEYM)–intramolecular Diels–Alder reaction (IMDAR). An easy entry to linear bicyclic scaffolds

A new tandem cross enyne metathesis (CEYM)–intramolecular Diels–Alder reaction (IMDAR) has been carried out. It involves conjugated ketones, esters or amides bearing a remote olefin and aromatic alkynes as the starting materials. The overall process enables the preparation of a small family of linea...

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Autores principales: Miró, Javier, Sánchez-Roselló, María, Sanz, Álvaro, Rabasa, Fernando, del Pozo, Carlos, Fustero, Santos
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2015
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4578421/
https://www.ncbi.nlm.nih.gov/pubmed/26425205
http://dx.doi.org/10.3762/bjoc.11.161
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author Miró, Javier
Sánchez-Roselló, María
Sanz, Álvaro
Rabasa, Fernando
del Pozo, Carlos
Fustero, Santos
author_facet Miró, Javier
Sánchez-Roselló, María
Sanz, Álvaro
Rabasa, Fernando
del Pozo, Carlos
Fustero, Santos
author_sort Miró, Javier
collection PubMed
description A new tandem cross enyne metathesis (CEYM)–intramolecular Diels–Alder reaction (IMDAR) has been carried out. It involves conjugated ketones, esters or amides bearing a remote olefin and aromatic alkynes as the starting materials. The overall process enables the preparation of a small family of linear bicyclic scaffolds in a very simple manner with moderate to good levels of diastereoselectivity. This methodology constitutes one of the few examples that employ olefins differently than ethylene in tandem CEYM–IMDAR protocols.
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spelling pubmed-45784212015-09-30 Tandem cross enyne metathesis (CEYM)–intramolecular Diels–Alder reaction (IMDAR). An easy entry to linear bicyclic scaffolds Miró, Javier Sánchez-Roselló, María Sanz, Álvaro Rabasa, Fernando del Pozo, Carlos Fustero, Santos Beilstein J Org Chem Full Research Paper A new tandem cross enyne metathesis (CEYM)–intramolecular Diels–Alder reaction (IMDAR) has been carried out. It involves conjugated ketones, esters or amides bearing a remote olefin and aromatic alkynes as the starting materials. The overall process enables the preparation of a small family of linear bicyclic scaffolds in a very simple manner with moderate to good levels of diastereoselectivity. This methodology constitutes one of the few examples that employ olefins differently than ethylene in tandem CEYM–IMDAR protocols. Beilstein-Institut 2015-08-25 /pmc/articles/PMC4578421/ /pubmed/26425205 http://dx.doi.org/10.3762/bjoc.11.161 Text en Copyright © 2015, Miró et al. https://creativecommons.org/licenses/by/2.0https://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/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Miró, Javier
Sánchez-Roselló, María
Sanz, Álvaro
Rabasa, Fernando
del Pozo, Carlos
Fustero, Santos
Tandem cross enyne metathesis (CEYM)–intramolecular Diels–Alder reaction (IMDAR). An easy entry to linear bicyclic scaffolds
title Tandem cross enyne metathesis (CEYM)–intramolecular Diels–Alder reaction (IMDAR). An easy entry to linear bicyclic scaffolds
title_full Tandem cross enyne metathesis (CEYM)–intramolecular Diels–Alder reaction (IMDAR). An easy entry to linear bicyclic scaffolds
title_fullStr Tandem cross enyne metathesis (CEYM)–intramolecular Diels–Alder reaction (IMDAR). An easy entry to linear bicyclic scaffolds
title_full_unstemmed Tandem cross enyne metathesis (CEYM)–intramolecular Diels–Alder reaction (IMDAR). An easy entry to linear bicyclic scaffolds
title_short Tandem cross enyne metathesis (CEYM)–intramolecular Diels–Alder reaction (IMDAR). An easy entry to linear bicyclic scaffolds
title_sort tandem cross enyne metathesis (ceym)–intramolecular diels–alder reaction (imdar). an easy entry to linear bicyclic scaffolds
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4578421/
https://www.ncbi.nlm.nih.gov/pubmed/26425205
http://dx.doi.org/10.3762/bjoc.11.161
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