Gold(I)-catalyzed synthesis of γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with alcohols

Gold(I)-N-heterocyclic carbene (NHC) complexes proved to be a reliable catalytic system for the direct synthesis of functionalized γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with primary alcohols. Good isolated chemical yields were obtained for a range of malonyl and acetate deriv...

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Detalles Bibliográficos
Autores principales: Chiarucci, Michel, Locritani, Mirko, Cera, Gianpiero, Bandini, Marco
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2011
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3182428/
https://www.ncbi.nlm.nih.gov/pubmed/21977203
http://dx.doi.org/10.3762/bjoc.7.139
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author Chiarucci, Michel
Locritani, Mirko
Cera, Gianpiero
Bandini, Marco
author_facet Chiarucci, Michel
Locritani, Mirko
Cera, Gianpiero
Bandini, Marco
author_sort Chiarucci, Michel
collection PubMed
description Gold(I)-N-heterocyclic carbene (NHC) complexes proved to be a reliable catalytic system for the direct synthesis of functionalized γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with primary alcohols. Good isolated chemical yields were obtained for a range of malonyl and acetate derivatives. The good performance in reagent-grade solvents and the functional group/moisture tolerance make this catalytic process a promising route for the synthesis of architecturally complex polycyclic structures.
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spelling pubmed-31824282011-10-05 Gold(I)-catalyzed synthesis of γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with alcohols Chiarucci, Michel Locritani, Mirko Cera, Gianpiero Bandini, Marco Beilstein J Org Chem Letter Gold(I)-N-heterocyclic carbene (NHC) complexes proved to be a reliable catalytic system for the direct synthesis of functionalized γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with primary alcohols. Good isolated chemical yields were obtained for a range of malonyl and acetate derivatives. The good performance in reagent-grade solvents and the functional group/moisture tolerance make this catalytic process a promising route for the synthesis of architecturally complex polycyclic structures. Beilstein-Institut 2011-09-01 /pmc/articles/PMC3182428/ /pubmed/21977203 http://dx.doi.org/10.3762/bjoc.7.139 Text en Copyright © 2011, Chiarucci 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 Letter
Chiarucci, Michel
Locritani, Mirko
Cera, Gianpiero
Bandini, Marco
Gold(I)-catalyzed synthesis of γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with alcohols
title Gold(I)-catalyzed synthesis of γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with alcohols
title_full Gold(I)-catalyzed synthesis of γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with alcohols
title_fullStr Gold(I)-catalyzed synthesis of γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with alcohols
title_full_unstemmed Gold(I)-catalyzed synthesis of γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with alcohols
title_short Gold(I)-catalyzed synthesis of γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with alcohols
title_sort gold(i)-catalyzed synthesis of γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with alcohols
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3182428/
https://www.ncbi.nlm.nih.gov/pubmed/21977203
http://dx.doi.org/10.3762/bjoc.7.139
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