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Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling
Natural availability of carbonyl groups offers reductive carbonyl coupling tremendous synthetic potential for efficient olefin synthesis, yet the catalytic carbonyl cross-coupling remains largely elusive. We report herein such a reaction, mediated by hydrazine under ruthenium(ii) catalysis. This met...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Royal Society of Chemistry
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5855968/ https://www.ncbi.nlm.nih.gov/pubmed/29568466 http://dx.doi.org/10.1039/c7sc04207h |
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author | Wei, Wei Dai, Xi-Jie Wang, Haining Li, Chenchen Yang, Xiaobo Li, Chao-Jun |
author_facet | Wei, Wei Dai, Xi-Jie Wang, Haining Li, Chenchen Yang, Xiaobo Li, Chao-Jun |
author_sort | Wei, Wei |
collection | PubMed |
description | Natural availability of carbonyl groups offers reductive carbonyl coupling tremendous synthetic potential for efficient olefin synthesis, yet the catalytic carbonyl cross-coupling remains largely elusive. We report herein such a reaction, mediated by hydrazine under ruthenium(ii) catalysis. This method enables facile and selective cross-couplings of two unsymmetrical carbonyl compounds in either an intermolecular or intramolecular fashion. Moreover, this chemistry accommodates a variety of substrates, proceeds under mild reaction conditions with good functional group tolerance, and generates stoichiometric benign byproducts. Importantly, the coexistence of KO(t)Bu and bidentate phosphine dmpe is vital to this transformation. |
format | Online Article Text |
id | pubmed-5855968 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-58559682018-03-22 Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling Wei, Wei Dai, Xi-Jie Wang, Haining Li, Chenchen Yang, Xiaobo Li, Chao-Jun Chem Sci Chemistry Natural availability of carbonyl groups offers reductive carbonyl coupling tremendous synthetic potential for efficient olefin synthesis, yet the catalytic carbonyl cross-coupling remains largely elusive. We report herein such a reaction, mediated by hydrazine under ruthenium(ii) catalysis. This method enables facile and selective cross-couplings of two unsymmetrical carbonyl compounds in either an intermolecular or intramolecular fashion. Moreover, this chemistry accommodates a variety of substrates, proceeds under mild reaction conditions with good functional group tolerance, and generates stoichiometric benign byproducts. Importantly, the coexistence of KO(t)Bu and bidentate phosphine dmpe is vital to this transformation. Royal Society of Chemistry 2017-12-01 2017-10-09 /pmc/articles/PMC5855968/ /pubmed/29568466 http://dx.doi.org/10.1039/c7sc04207h Text en This journal is © The Royal Society of Chemistry 2017 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0) |
spellingShingle | Chemistry Wei, Wei Dai, Xi-Jie Wang, Haining Li, Chenchen Yang, Xiaobo Li, Chao-Jun Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling |
title | Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling
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title_full | Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling
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title_fullStr | Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling
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title_full_unstemmed | Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling
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title_short | Ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling
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title_sort | ruthenium(ii)-catalyzed olefination via carbonyl reductive cross-coupling |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5855968/ https://www.ncbi.nlm.nih.gov/pubmed/29568466 http://dx.doi.org/10.1039/c7sc04207h |
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