Facile isomerization of silyl enol ethers catalyzed by triflic imide and its application to one-pot isomerization–(2 + 2) cycloaddition

A triflic imide (Tf(2)NH) catalyzed isomerization of kinetically favourable silyl enol ethers into thermodynamically stable ones was developed. We also demonstrated a one-pot catalytic reaction consisting of (2 + 2) cycloaddition and isomerization. In the reaction sequence, Tf(2)NH catalyzes both of...

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Autores principales: Inanaga, Kazato, Ogawa, Yu, Nagamoto, Yuuki, Daigaku, Akihiro, Tokuyama, Hidetoshi, Takemoto, Yoshiji, Takasu, Kiyosei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2012
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3388851/
https://www.ncbi.nlm.nih.gov/pubmed/23015811
http://dx.doi.org/10.3762/bjoc.8.73
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author Inanaga, Kazato
Ogawa, Yu
Nagamoto, Yuuki
Daigaku, Akihiro
Tokuyama, Hidetoshi
Takemoto, Yoshiji
Takasu, Kiyosei
author_facet Inanaga, Kazato
Ogawa, Yu
Nagamoto, Yuuki
Daigaku, Akihiro
Tokuyama, Hidetoshi
Takemoto, Yoshiji
Takasu, Kiyosei
author_sort Inanaga, Kazato
collection PubMed
description A triflic imide (Tf(2)NH) catalyzed isomerization of kinetically favourable silyl enol ethers into thermodynamically stable ones was developed. We also demonstrated a one-pot catalytic reaction consisting of (2 + 2) cycloaddition and isomerization. In the reaction sequence, Tf(2)NH catalyzes both of the reactions.
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spelling pubmed-33888512012-09-26 Facile isomerization of silyl enol ethers catalyzed by triflic imide and its application to one-pot isomerization–(2 + 2) cycloaddition Inanaga, Kazato Ogawa, Yu Nagamoto, Yuuki Daigaku, Akihiro Tokuyama, Hidetoshi Takemoto, Yoshiji Takasu, Kiyosei Beilstein J Org Chem Letter A triflic imide (Tf(2)NH) catalyzed isomerization of kinetically favourable silyl enol ethers into thermodynamically stable ones was developed. We also demonstrated a one-pot catalytic reaction consisting of (2 + 2) cycloaddition and isomerization. In the reaction sequence, Tf(2)NH catalyzes both of the reactions. Beilstein-Institut 2012-04-27 /pmc/articles/PMC3388851/ /pubmed/23015811 http://dx.doi.org/10.3762/bjoc.8.73 Text en Copyright © 2012, Inanaga 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 Letter
Inanaga, Kazato
Ogawa, Yu
Nagamoto, Yuuki
Daigaku, Akihiro
Tokuyama, Hidetoshi
Takemoto, Yoshiji
Takasu, Kiyosei
Facile isomerization of silyl enol ethers catalyzed by triflic imide and its application to one-pot isomerization–(2 + 2) cycloaddition
title Facile isomerization of silyl enol ethers catalyzed by triflic imide and its application to one-pot isomerization–(2 + 2) cycloaddition
title_full Facile isomerization of silyl enol ethers catalyzed by triflic imide and its application to one-pot isomerization–(2 + 2) cycloaddition
title_fullStr Facile isomerization of silyl enol ethers catalyzed by triflic imide and its application to one-pot isomerization–(2 + 2) cycloaddition
title_full_unstemmed Facile isomerization of silyl enol ethers catalyzed by triflic imide and its application to one-pot isomerization–(2 + 2) cycloaddition
title_short Facile isomerization of silyl enol ethers catalyzed by triflic imide and its application to one-pot isomerization–(2 + 2) cycloaddition
title_sort facile isomerization of silyl enol ethers catalyzed by triflic imide and its application to one-pot isomerization–(2 + 2) cycloaddition
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3388851/
https://www.ncbi.nlm.nih.gov/pubmed/23015811
http://dx.doi.org/10.3762/bjoc.8.73
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