Cargando…
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...
Autores principales: | , , , , , , , |
---|---|
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 |
_version_ | 1783733772614631424 |
---|---|
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. |
format | Online Article Text |
id | pubmed-8340436 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | American Chemical Society |
record_format | MEDLINE/PubMed |
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 |
work_keys_str_mv | AT nagatakazuhiro synthesisandcatalyticactivitiesof3decylbprolineformichaelreactionsinwaterwithoutanorganicsolvent AT nakagawachihiro synthesisandcatalyticactivitiesof3decylbprolineformichaelreactionsinwaterwithoutanorganicsolvent AT yokoyamawakana synthesisandcatalyticactivitiesof3decylbprolineformichaelreactionsinwaterwithoutanorganicsolvent AT usuiharuka synthesisandcatalyticactivitiesof3decylbprolineformichaelreactionsinwaterwithoutanorganicsolvent AT mochizukirikako synthesisandcatalyticactivitiesof3decylbprolineformichaelreactionsinwaterwithoutanorganicsolvent AT kanemitsutakuya synthesisandcatalyticactivitiesof3decylbprolineformichaelreactionsinwaterwithoutanorganicsolvent AT miyazakimichiko synthesisandcatalyticactivitiesof3decylbprolineformichaelreactionsinwaterwithoutanorganicsolvent AT itohtakashi synthesisandcatalyticactivitiesof3decylbprolineformichaelreactionsinwaterwithoutanorganicsolvent |