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Synthesis and Catalytic Activities of 3-Decyl-β-proline for Michael Reactions in Water without an Organic Solvent

[Image: see text] 3-Decyl-β-proline, which has a highly lipophilic substituent, was synthesized, and its catalytic activities in Michael addition using water as the solvent were investigated. The decyl substituent promoted the reaction by hydrophobic interactions to afford the Michael adduct in a hi...

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Autores principales: Nagata, Kazuhiro, Nakagawa, Chihiro, Yokoyama, Wakana, Usui, Haruka, Mochizuki, Rikako, Kanemitsu, Takuya, Miyazaki, Michiko, Itoh, Takashi
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8340436/
https://www.ncbi.nlm.nih.gov/pubmed/34368551
http://dx.doi.org/10.1021/acsomega.1c02289
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author Nagata, Kazuhiro
Nakagawa, Chihiro
Yokoyama, Wakana
Usui, Haruka
Mochizuki, Rikako
Kanemitsu, Takuya
Miyazaki, Michiko
Itoh, Takashi
author_facet Nagata, Kazuhiro
Nakagawa, Chihiro
Yokoyama, Wakana
Usui, Haruka
Mochizuki, Rikako
Kanemitsu, Takuya
Miyazaki, Michiko
Itoh, Takashi
author_sort Nagata, Kazuhiro
collection PubMed
description [Image: see text] 3-Decyl-β-proline, which has a highly lipophilic substituent, was synthesized, and its catalytic activities in Michael addition using water as the solvent were investigated. The decyl substituent promoted the reaction by hydrophobic interactions to afford the Michael adduct in a high yield and with high diastereoselectivity under low catalyst loading.
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spelling pubmed-83404362021-08-06 Synthesis and Catalytic Activities of 3-Decyl-β-proline for Michael Reactions in Water without an Organic Solvent Nagata, Kazuhiro Nakagawa, Chihiro Yokoyama, Wakana Usui, Haruka Mochizuki, Rikako Kanemitsu, Takuya Miyazaki, Michiko Itoh, Takashi ACS Omega [Image: see text] 3-Decyl-β-proline, which has a highly lipophilic substituent, was synthesized, and its catalytic activities in Michael addition using water as the solvent were investigated. The decyl substituent promoted the reaction by hydrophobic interactions to afford the Michael adduct in a high yield and with high diastereoselectivity under low catalyst loading. American Chemical Society 2021-07-19 /pmc/articles/PMC8340436/ /pubmed/34368551 http://dx.doi.org/10.1021/acsomega.1c02289 Text en © 2021 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Nagata, Kazuhiro
Nakagawa, Chihiro
Yokoyama, Wakana
Usui, Haruka
Mochizuki, Rikako
Kanemitsu, Takuya
Miyazaki, Michiko
Itoh, Takashi
Synthesis and Catalytic Activities of 3-Decyl-β-proline for Michael Reactions in Water without an Organic Solvent
title Synthesis and Catalytic Activities of 3-Decyl-β-proline for Michael Reactions in Water without an Organic Solvent
title_full Synthesis and Catalytic Activities of 3-Decyl-β-proline for Michael Reactions in Water without an Organic Solvent
title_fullStr Synthesis and Catalytic Activities of 3-Decyl-β-proline for Michael Reactions in Water without an Organic Solvent
title_full_unstemmed Synthesis and Catalytic Activities of 3-Decyl-β-proline for Michael Reactions in Water without an Organic Solvent
title_short Synthesis and Catalytic Activities of 3-Decyl-β-proline for Michael Reactions in Water without an Organic Solvent
title_sort synthesis and catalytic activities of 3-decyl-β-proline for michael reactions in water without an organic solvent
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8340436/
https://www.ncbi.nlm.nih.gov/pubmed/34368551
http://dx.doi.org/10.1021/acsomega.1c02289
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