Synthesis of 1,3-cis-disubstituted sterically encumbered imidazolidinone organocatalysts

A variety of novel imidazolidinone-based organocatalysts with bulky substituents were synthesized under mild reaction conditions starting from easily accessible substrates. Different natural and unnatural amino acid methyl amides were cyclized with aromatic carbaldehydes to yield two diastereomeric...

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Autores principales: Wallbaum, Jan, Werz, Daniel B
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2017
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5727825/
https://www.ncbi.nlm.nih.gov/pubmed/29259667
http://dx.doi.org/10.3762/bjoc.13.254
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author Wallbaum, Jan
Werz, Daniel B
author_facet Wallbaum, Jan
Werz, Daniel B
author_sort Wallbaum, Jan
collection PubMed
description A variety of novel imidazolidinone-based organocatalysts with bulky substituents were synthesized under mild reaction conditions starting from easily accessible substrates. Different natural and unnatural amino acid methyl amides were cyclized with aromatic carbaldehydes to yield two diastereomeric MacMillan-type catalysts. Special emphasis was put on bulky residues such as mesityl and pyrene moieties.
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spelling pubmed-57278252017-12-19 Synthesis of 1,3-cis-disubstituted sterically encumbered imidazolidinone organocatalysts Wallbaum, Jan Werz, Daniel B Beilstein J Org Chem Full Research Paper A variety of novel imidazolidinone-based organocatalysts with bulky substituents were synthesized under mild reaction conditions starting from easily accessible substrates. Different natural and unnatural amino acid methyl amides were cyclized with aromatic carbaldehydes to yield two diastereomeric MacMillan-type catalysts. Special emphasis was put on bulky residues such as mesityl and pyrene moieties. Beilstein-Institut 2017-12-01 /pmc/articles/PMC5727825/ /pubmed/29259667 http://dx.doi.org/10.3762/bjoc.13.254 Text en Copyright © 2017, Wallbaum and Werz 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), 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
Wallbaum, Jan
Werz, Daniel B
Synthesis of 1,3-cis-disubstituted sterically encumbered imidazolidinone organocatalysts
title Synthesis of 1,3-cis-disubstituted sterically encumbered imidazolidinone organocatalysts
title_full Synthesis of 1,3-cis-disubstituted sterically encumbered imidazolidinone organocatalysts
title_fullStr Synthesis of 1,3-cis-disubstituted sterically encumbered imidazolidinone organocatalysts
title_full_unstemmed Synthesis of 1,3-cis-disubstituted sterically encumbered imidazolidinone organocatalysts
title_short Synthesis of 1,3-cis-disubstituted sterically encumbered imidazolidinone organocatalysts
title_sort synthesis of 1,3-cis-disubstituted sterically encumbered imidazolidinone organocatalysts
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5727825/
https://www.ncbi.nlm.nih.gov/pubmed/29259667
http://dx.doi.org/10.3762/bjoc.13.254
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