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Iron(II)-Catalyzed Intermolecular Amino-Oxygenation of Olefins through the N–O Bond Cleavage of Functionalized Hydroxylamines
[Image: see text] An iron-catalyzed diastereoselective intermolecular olefin amino-oxygenation reaction is reported, which proceeds via an iron-nitrenoid generated by the N–O bond cleavage of a functionalized hydroxylamine. In this reaction, a bench-stable hydroxylamine derivative is used as the ami...
Autores principales: | , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
American Chemical
Society
2014
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Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4183608/ https://www.ncbi.nlm.nih.gov/pubmed/25166591 http://dx.doi.org/10.1021/ja508057u |
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author | Lu, Deng-Fu Zhu, Cheng-Liang Jia, Zhen-Xin Xu, Hao |
author_facet | Lu, Deng-Fu Zhu, Cheng-Liang Jia, Zhen-Xin Xu, Hao |
author_sort | Lu, Deng-Fu |
collection | PubMed |
description | [Image: see text] An iron-catalyzed diastereoselective intermolecular olefin amino-oxygenation reaction is reported, which proceeds via an iron-nitrenoid generated by the N–O bond cleavage of a functionalized hydroxylamine. In this reaction, a bench-stable hydroxylamine derivative is used as the amination reagent and oxidant. This method tolerates a range of synthetically valuable substrates that have been all incompatible with existing amino-oxygenation methods. It can also provide amino alcohol derivatives with regio- and stereochemical arrays complementary to known amino-oxygenation methods. |
format | Online Article Text |
id | pubmed-4183608 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2014 |
publisher | American Chemical
Society |
record_format | MEDLINE/PubMed |
spelling | pubmed-41836082015-08-28 Iron(II)-Catalyzed Intermolecular Amino-Oxygenation of Olefins through the N–O Bond Cleavage of Functionalized Hydroxylamines Lu, Deng-Fu Zhu, Cheng-Liang Jia, Zhen-Xin Xu, Hao J Am Chem Soc [Image: see text] An iron-catalyzed diastereoselective intermolecular olefin amino-oxygenation reaction is reported, which proceeds via an iron-nitrenoid generated by the N–O bond cleavage of a functionalized hydroxylamine. In this reaction, a bench-stable hydroxylamine derivative is used as the amination reagent and oxidant. This method tolerates a range of synthetically valuable substrates that have been all incompatible with existing amino-oxygenation methods. It can also provide amino alcohol derivatives with regio- and stereochemical arrays complementary to known amino-oxygenation methods. American Chemical Society 2014-08-28 2014-09-24 /pmc/articles/PMC4183608/ /pubmed/25166591 http://dx.doi.org/10.1021/ja508057u Text en Copyright © 2014 American Chemical Society Terms of Use (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) |
spellingShingle | Lu, Deng-Fu Zhu, Cheng-Liang Jia, Zhen-Xin Xu, Hao Iron(II)-Catalyzed Intermolecular Amino-Oxygenation of Olefins through the N–O Bond Cleavage of Functionalized Hydroxylamines |
title | Iron(II)-Catalyzed
Intermolecular Amino-Oxygenation
of Olefins through the N–O Bond Cleavage of Functionalized
Hydroxylamines |
title_full | Iron(II)-Catalyzed
Intermolecular Amino-Oxygenation
of Olefins through the N–O Bond Cleavage of Functionalized
Hydroxylamines |
title_fullStr | Iron(II)-Catalyzed
Intermolecular Amino-Oxygenation
of Olefins through the N–O Bond Cleavage of Functionalized
Hydroxylamines |
title_full_unstemmed | Iron(II)-Catalyzed
Intermolecular Amino-Oxygenation
of Olefins through the N–O Bond Cleavage of Functionalized
Hydroxylamines |
title_short | Iron(II)-Catalyzed
Intermolecular Amino-Oxygenation
of Olefins through the N–O Bond Cleavage of Functionalized
Hydroxylamines |
title_sort | iron(ii)-catalyzed
intermolecular amino-oxygenation
of olefins through the n–o bond cleavage of functionalized
hydroxylamines |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4183608/ https://www.ncbi.nlm.nih.gov/pubmed/25166591 http://dx.doi.org/10.1021/ja508057u |
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