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(Thio)urea-mediated synthesis of functionalized six-membered rings with multiple chiral centers
Organocatalysis, now running its second decade of life, is being considered one of the main tools a synthetic chemist has to perform asymmetric catalysis. In this review the synthesis of six-membered rings, that contain multiple chiral centers, either by a ring closing process or by a functionalizat...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Beilstein-Institut
2016
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4902000/ https://www.ncbi.nlm.nih.gov/pubmed/27340441 http://dx.doi.org/10.3762/bjoc.12.48 |
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author | Koutoulogenis, Giorgos Kaplaneris, Nikolaos Kokotos, Christoforos G |
author_facet | Koutoulogenis, Giorgos Kaplaneris, Nikolaos Kokotos, Christoforos G |
author_sort | Koutoulogenis, Giorgos |
collection | PubMed |
description | Organocatalysis, now running its second decade of life, is being considered one of the main tools a synthetic chemist has to perform asymmetric catalysis. In this review the synthesis of six-membered rings, that contain multiple chiral centers, either by a ring closing process or by a functionalization reaction on an already existing six-membered ring, utilizing bifunctional (thio)ureas will be summarized. Initially, the use of primary amine-thioureas as organocatalysts for the above transformation is being discussed, followed by the examples employing secondary amine-thioureas. Finally, the use of tertiary amine-thioureas and miscellaneous examples are presented. |
format | Online Article Text |
id | pubmed-4902000 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | Beilstein-Institut |
record_format | MEDLINE/PubMed |
spelling | pubmed-49020002016-06-23 (Thio)urea-mediated synthesis of functionalized six-membered rings with multiple chiral centers Koutoulogenis, Giorgos Kaplaneris, Nikolaos Kokotos, Christoforos G Beilstein J Org Chem Review Organocatalysis, now running its second decade of life, is being considered one of the main tools a synthetic chemist has to perform asymmetric catalysis. In this review the synthesis of six-membered rings, that contain multiple chiral centers, either by a ring closing process or by a functionalization reaction on an already existing six-membered ring, utilizing bifunctional (thio)ureas will be summarized. Initially, the use of primary amine-thioureas as organocatalysts for the above transformation is being discussed, followed by the examples employing secondary amine-thioureas. Finally, the use of tertiary amine-thioureas and miscellaneous examples are presented. Beilstein-Institut 2016-03-10 /pmc/articles/PMC4902000/ /pubmed/27340441 http://dx.doi.org/10.3762/bjoc.12.48 Text en Copyright © 2016, Koutoulogenis 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 | Review Koutoulogenis, Giorgos Kaplaneris, Nikolaos Kokotos, Christoforos G (Thio)urea-mediated synthesis of functionalized six-membered rings with multiple chiral centers |
title | (Thio)urea-mediated synthesis of functionalized six-membered rings with multiple chiral centers |
title_full | (Thio)urea-mediated synthesis of functionalized six-membered rings with multiple chiral centers |
title_fullStr | (Thio)urea-mediated synthesis of functionalized six-membered rings with multiple chiral centers |
title_full_unstemmed | (Thio)urea-mediated synthesis of functionalized six-membered rings with multiple chiral centers |
title_short | (Thio)urea-mediated synthesis of functionalized six-membered rings with multiple chiral centers |
title_sort | (thio)urea-mediated synthesis of functionalized six-membered rings with multiple chiral centers |
topic | Review |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4902000/ https://www.ncbi.nlm.nih.gov/pubmed/27340441 http://dx.doi.org/10.3762/bjoc.12.48 |
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