Diastereoselective Synthesis of Morphan Derivatives by Michael and Hetero-Michael Addition of 1,1-Enediamines to Quinone Monoketals

[Image: see text] A general and concise method was developed for the synthesis of highly functionalized morphans 3–4 by the Michael and hetero-Michael addition reaction of different types of quinone monoketals 1 and 1,1-enediamines 2 in ethanol or 1,4-dioxane at reflux. This method is suitable for t...

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Autores principales: Hu, Xing-Mei, Luo, Da-Yun, Zi, Quan-Xing, Lin, Jun, Yan, Sheng-Jiao
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2018
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641283/
https://www.ncbi.nlm.nih.gov/pubmed/31457875
http://dx.doi.org/10.1021/acsomega.7b01493
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author Hu, Xing-Mei
Luo, Da-Yun
Zi, Quan-Xing
Lin, Jun
Yan, Sheng-Jiao
author_facet Hu, Xing-Mei
Luo, Da-Yun
Zi, Quan-Xing
Lin, Jun
Yan, Sheng-Jiao
author_sort Hu, Xing-Mei
collection PubMed
description [Image: see text] A general and concise method was developed for the synthesis of highly functionalized morphans 3–4 by the Michael and hetero-Michael addition reaction of different types of quinone monoketals 1 and 1,1-enediamines 2 in ethanol or 1,4-dioxane at reflux. This method is suitable for the efficient parallel syntheses of N-containing heterocycles. A library of highly functional morphan derivatives was easily constructed using the Michael/hetero-Michael reaction.
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spelling pubmed-66412832019-08-27 Diastereoselective Synthesis of Morphan Derivatives by Michael and Hetero-Michael Addition of 1,1-Enediamines to Quinone Monoketals Hu, Xing-Mei Luo, Da-Yun Zi, Quan-Xing Lin, Jun Yan, Sheng-Jiao ACS Omega [Image: see text] A general and concise method was developed for the synthesis of highly functionalized morphans 3–4 by the Michael and hetero-Michael addition reaction of different types of quinone monoketals 1 and 1,1-enediamines 2 in ethanol or 1,4-dioxane at reflux. This method is suitable for the efficient parallel syntheses of N-containing heterocycles. A library of highly functional morphan derivatives was easily constructed using the Michael/hetero-Michael reaction. American Chemical Society 2018-01-02 /pmc/articles/PMC6641283/ /pubmed/31457875 http://dx.doi.org/10.1021/acsomega.7b01493 Text en Copyright © 2018 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Hu, Xing-Mei
Luo, Da-Yun
Zi, Quan-Xing
Lin, Jun
Yan, Sheng-Jiao
Diastereoselective Synthesis of Morphan Derivatives by Michael and Hetero-Michael Addition of 1,1-Enediamines to Quinone Monoketals
title Diastereoselective Synthesis of Morphan Derivatives by Michael and Hetero-Michael Addition of 1,1-Enediamines to Quinone Monoketals
title_full Diastereoselective Synthesis of Morphan Derivatives by Michael and Hetero-Michael Addition of 1,1-Enediamines to Quinone Monoketals
title_fullStr Diastereoselective Synthesis of Morphan Derivatives by Michael and Hetero-Michael Addition of 1,1-Enediamines to Quinone Monoketals
title_full_unstemmed Diastereoselective Synthesis of Morphan Derivatives by Michael and Hetero-Michael Addition of 1,1-Enediamines to Quinone Monoketals
title_short Diastereoselective Synthesis of Morphan Derivatives by Michael and Hetero-Michael Addition of 1,1-Enediamines to Quinone Monoketals
title_sort diastereoselective synthesis of morphan derivatives by michael and hetero-michael addition of 1,1-enediamines to quinone monoketals
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6641283/
https://www.ncbi.nlm.nih.gov/pubmed/31457875
http://dx.doi.org/10.1021/acsomega.7b01493
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