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New small γ-turn type N-primary amino terminal tripeptide organocatalyst for solvent-free asymmetric aldol reaction of various ketones with aldehydes
New small γ-turn type N-primary amino terminal tripeptides were synthesized and their functionality as an organocatalyst was examined in the asymmetric aldol reaction of various ketones with different aromatic aldehydes under solvent-free neat conditions to afford the desired chiral anti-aldol produ...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9044195/ https://www.ncbi.nlm.nih.gov/pubmed/35493209 http://dx.doi.org/10.1039/d1ra08635a |
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author | Thiyagarajan, Rajkumar Begum, Zubeda Seki, Chigusa Okuyama, Yuko Kwon, Eunsang Uwai, Koji Tokiwa, Michio Tokiwa, Suguru Takeshita, Mitsuhiro Nakano, Hiroto |
author_facet | Thiyagarajan, Rajkumar Begum, Zubeda Seki, Chigusa Okuyama, Yuko Kwon, Eunsang Uwai, Koji Tokiwa, Michio Tokiwa, Suguru Takeshita, Mitsuhiro Nakano, Hiroto |
author_sort | Thiyagarajan, Rajkumar |
collection | PubMed |
description | New small γ-turn type N-primary amino terminal tripeptides were synthesized and their functionality as an organocatalyst was examined in the asymmetric aldol reaction of various ketones with different aromatic aldehydes under solvent-free neat conditions to afford the desired chiral anti-aldol products in good to excellent chemical yields, diastereoselectivities and enantioselectivities (up to 99%, up to syn : anti/13 : 87 dr, up to 99% ee). |
format | Online Article Text |
id | pubmed-9044195 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-90441952022-04-28 New small γ-turn type N-primary amino terminal tripeptide organocatalyst for solvent-free asymmetric aldol reaction of various ketones with aldehydes Thiyagarajan, Rajkumar Begum, Zubeda Seki, Chigusa Okuyama, Yuko Kwon, Eunsang Uwai, Koji Tokiwa, Michio Tokiwa, Suguru Takeshita, Mitsuhiro Nakano, Hiroto RSC Adv Chemistry New small γ-turn type N-primary amino terminal tripeptides were synthesized and their functionality as an organocatalyst was examined in the asymmetric aldol reaction of various ketones with different aromatic aldehydes under solvent-free neat conditions to afford the desired chiral anti-aldol products in good to excellent chemical yields, diastereoselectivities and enantioselectivities (up to 99%, up to syn : anti/13 : 87 dr, up to 99% ee). The Royal Society of Chemistry 2021-12-06 /pmc/articles/PMC9044195/ /pubmed/35493209 http://dx.doi.org/10.1039/d1ra08635a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Thiyagarajan, Rajkumar Begum, Zubeda Seki, Chigusa Okuyama, Yuko Kwon, Eunsang Uwai, Koji Tokiwa, Michio Tokiwa, Suguru Takeshita, Mitsuhiro Nakano, Hiroto New small γ-turn type N-primary amino terminal tripeptide organocatalyst for solvent-free asymmetric aldol reaction of various ketones with aldehydes |
title | New small γ-turn type N-primary amino terminal tripeptide organocatalyst for solvent-free asymmetric aldol reaction of various ketones with aldehydes |
title_full | New small γ-turn type N-primary amino terminal tripeptide organocatalyst for solvent-free asymmetric aldol reaction of various ketones with aldehydes |
title_fullStr | New small γ-turn type N-primary amino terminal tripeptide organocatalyst for solvent-free asymmetric aldol reaction of various ketones with aldehydes |
title_full_unstemmed | New small γ-turn type N-primary amino terminal tripeptide organocatalyst for solvent-free asymmetric aldol reaction of various ketones with aldehydes |
title_short | New small γ-turn type N-primary amino terminal tripeptide organocatalyst for solvent-free asymmetric aldol reaction of various ketones with aldehydes |
title_sort | new small γ-turn type n-primary amino terminal tripeptide organocatalyst for solvent-free asymmetric aldol reaction of various ketones with aldehydes |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9044195/ https://www.ncbi.nlm.nih.gov/pubmed/35493209 http://dx.doi.org/10.1039/d1ra08635a |
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