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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...

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Autores principales: Thiyagarajan, Rajkumar, Begum, Zubeda, Seki, Chigusa, Okuyama, Yuko, Kwon, Eunsang, Uwai, Koji, Tokiwa, Michio, Tokiwa, Suguru, Takeshita, Mitsuhiro, Nakano, Hiroto
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
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).
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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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