Iodine/water-mediated deprotective oxidation of allylic ethers to access α,β-unsaturated ketones and aldehydes

The first iodine/water-mediated deprotective oxidation of allylic ethers to access α,β-unsaturated ketones and aldehydes was achieved. The reaction tolerates a wide range of functionalities. Furthermore, this protocol was found to be applicable to the oxidative transformation of allylic acetates. Th...

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Detalles Bibliográficos
Autores principales: Xue, Yuntian, Yan, Yaolong, Jiang, Kezhi, Chen, Weifeng, Yang, Lei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9052112/
https://www.ncbi.nlm.nih.gov/pubmed/35497130
http://dx.doi.org/10.1039/d0ra02625e
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author Xue, Yuntian
Yan, Yaolong
Jiang, Kezhi
Chen, Weifeng
Yang, Lei
author_facet Xue, Yuntian
Yan, Yaolong
Jiang, Kezhi
Chen, Weifeng
Yang, Lei
author_sort Xue, Yuntian
collection PubMed
description The first iodine/water-mediated deprotective oxidation of allylic ethers to access α,β-unsaturated ketones and aldehydes was achieved. The reaction tolerates a wide range of functionalities. Furthermore, this protocol was found to be applicable to the oxidative transformation of allylic acetates. The proposed mechanism involves an oxygen transfer from solvent water to the carbonyl products.
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spelling pubmed-90521122022-04-29 Iodine/water-mediated deprotective oxidation of allylic ethers to access α,β-unsaturated ketones and aldehydes Xue, Yuntian Yan, Yaolong Jiang, Kezhi Chen, Weifeng Yang, Lei RSC Adv Chemistry The first iodine/water-mediated deprotective oxidation of allylic ethers to access α,β-unsaturated ketones and aldehydes was achieved. The reaction tolerates a wide range of functionalities. Furthermore, this protocol was found to be applicable to the oxidative transformation of allylic acetates. The proposed mechanism involves an oxygen transfer from solvent water to the carbonyl products. The Royal Society of Chemistry 2020-04-14 /pmc/articles/PMC9052112/ /pubmed/35497130 http://dx.doi.org/10.1039/d0ra02625e Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Xue, Yuntian
Yan, Yaolong
Jiang, Kezhi
Chen, Weifeng
Yang, Lei
Iodine/water-mediated deprotective oxidation of allylic ethers to access α,β-unsaturated ketones and aldehydes
title Iodine/water-mediated deprotective oxidation of allylic ethers to access α,β-unsaturated ketones and aldehydes
title_full Iodine/water-mediated deprotective oxidation of allylic ethers to access α,β-unsaturated ketones and aldehydes
title_fullStr Iodine/water-mediated deprotective oxidation of allylic ethers to access α,β-unsaturated ketones and aldehydes
title_full_unstemmed Iodine/water-mediated deprotective oxidation of allylic ethers to access α,β-unsaturated ketones and aldehydes
title_short Iodine/water-mediated deprotective oxidation of allylic ethers to access α,β-unsaturated ketones and aldehydes
title_sort iodine/water-mediated deprotective oxidation of allylic ethers to access α,β-unsaturated ketones and aldehydes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9052112/
https://www.ncbi.nlm.nih.gov/pubmed/35497130
http://dx.doi.org/10.1039/d0ra02625e
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AT yanyaolong iodinewatermediateddeprotectiveoxidationofallylicetherstoaccessabunsaturatedketonesandaldehydes
AT jiangkezhi iodinewatermediateddeprotectiveoxidationofallylicetherstoaccessabunsaturatedketonesandaldehydes
AT chenweifeng iodinewatermediateddeprotectiveoxidationofallylicetherstoaccessabunsaturatedketonesandaldehydes
AT yanglei iodinewatermediateddeprotectiveoxidationofallylicetherstoaccessabunsaturatedketonesandaldehydes

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