Automated three-component synthesis of a library of γ-lactams

A three-component method for the synthesis of γ-lactams from commercially available maleimides, aldehydes, and amines was adapted to parallel library synthesis. Improvements to the chemistry over previous efforts include the optimization of the method to a one-pot process, the management of by-produ...

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Detalles Bibliográficos
Autores principales: Fenster, Erik, Hill, David, Reiser, Oliver, Aubé, Jeffrey
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2012
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3511015/
https://www.ncbi.nlm.nih.gov/pubmed/23209515
http://dx.doi.org/10.3762/bjoc.8.206
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author Fenster, Erik
Hill, David
Reiser, Oliver
Aubé, Jeffrey
author_facet Fenster, Erik
Hill, David
Reiser, Oliver
Aubé, Jeffrey
author_sort Fenster, Erik
collection PubMed
description A three-component method for the synthesis of γ-lactams from commercially available maleimides, aldehydes, and amines was adapted to parallel library synthesis. Improvements to the chemistry over previous efforts include the optimization of the method to a one-pot process, the management of by-products and excess reagents, the development of an automated parallel sequence, and the adaption of the method to permit the preparation of enantiomerically enriched products. These efforts culminated in the preparation of a library of 169 γ-lactams.
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spelling pubmed-35110152012-12-03 Automated three-component synthesis of a library of γ-lactams Fenster, Erik Hill, David Reiser, Oliver Aubé, Jeffrey Beilstein J Org Chem Full Research Paper A three-component method for the synthesis of γ-lactams from commercially available maleimides, aldehydes, and amines was adapted to parallel library synthesis. Improvements to the chemistry over previous efforts include the optimization of the method to a one-pot process, the management of by-products and excess reagents, the development of an automated parallel sequence, and the adaption of the method to permit the preparation of enantiomerically enriched products. These efforts culminated in the preparation of a library of 169 γ-lactams. Beilstein-Institut 2012-10-19 /pmc/articles/PMC3511015/ /pubmed/23209515 http://dx.doi.org/10.3762/bjoc.8.206 Text en Copyright © 2012, Fenster 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
Fenster, Erik
Hill, David
Reiser, Oliver
Aubé, Jeffrey
Automated three-component synthesis of a library of γ-lactams
title Automated three-component synthesis of a library of γ-lactams
title_full Automated three-component synthesis of a library of γ-lactams
title_fullStr Automated three-component synthesis of a library of γ-lactams
title_full_unstemmed Automated three-component synthesis of a library of γ-lactams
title_short Automated three-component synthesis of a library of γ-lactams
title_sort automated three-component synthesis of a library of γ-lactams
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3511015/
https://www.ncbi.nlm.nih.gov/pubmed/23209515
http://dx.doi.org/10.3762/bjoc.8.206
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