Ni-Catalyzed Oxygen Transfer from N(2)O onto sp(3)-Hybridized Carbons

[Image: see text] Herein we disclose a catalytic synthesis of cycloalkanols that harnesses the potential of N(2)O as an oxygen transfer agent onto sp(3)-hybridized carbons. The protocol is distinguished by its mild conditions and wide substrate scope, thus offering an opportunity to access carbocycl...

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Autores principales: Ni, Shengyang, Vaillant, Franck Le, Mateos-Calbet, Ana, Martin, Ruben, Cornella, Josep
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9562464/
https://www.ncbi.nlm.nih.gov/pubmed/36162124
http://dx.doi.org/10.1021/jacs.2c06227
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author Ni, Shengyang
Vaillant, Franck Le
Mateos-Calbet, Ana
Martin, Ruben
Cornella, Josep
author_facet Ni, Shengyang
Vaillant, Franck Le
Mateos-Calbet, Ana
Martin, Ruben
Cornella, Josep
author_sort Ni, Shengyang
collection PubMed
description [Image: see text] Herein we disclose a catalytic synthesis of cycloalkanols that harnesses the potential of N(2)O as an oxygen transfer agent onto sp(3)-hybridized carbons. The protocol is distinguished by its mild conditions and wide substrate scope, thus offering an opportunity to access carbocyclic compounds from simple precursors even in an enantioselective manner. Preliminary mechanistic studies suggest that the oxygen insertion event occurs at an alkylnickel species and that N(2)O is the O transfer reagent.
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spelling pubmed-95624642022-10-15 Ni-Catalyzed Oxygen Transfer from N(2)O onto sp(3)-Hybridized Carbons Ni, Shengyang Vaillant, Franck Le Mateos-Calbet, Ana Martin, Ruben Cornella, Josep J Am Chem Soc [Image: see text] Herein we disclose a catalytic synthesis of cycloalkanols that harnesses the potential of N(2)O as an oxygen transfer agent onto sp(3)-hybridized carbons. The protocol is distinguished by its mild conditions and wide substrate scope, thus offering an opportunity to access carbocyclic compounds from simple precursors even in an enantioselective manner. Preliminary mechanistic studies suggest that the oxygen insertion event occurs at an alkylnickel species and that N(2)O is the O transfer reagent. American Chemical Society 2022-09-26 2022-10-12 /pmc/articles/PMC9562464/ /pubmed/36162124 http://dx.doi.org/10.1021/jacs.2c06227 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Ni, Shengyang
Vaillant, Franck Le
Mateos-Calbet, Ana
Martin, Ruben
Cornella, Josep
Ni-Catalyzed Oxygen Transfer from N(2)O onto sp(3)-Hybridized Carbons
title Ni-Catalyzed Oxygen Transfer from N(2)O onto sp(3)-Hybridized Carbons
title_full Ni-Catalyzed Oxygen Transfer from N(2)O onto sp(3)-Hybridized Carbons
title_fullStr Ni-Catalyzed Oxygen Transfer from N(2)O onto sp(3)-Hybridized Carbons
title_full_unstemmed Ni-Catalyzed Oxygen Transfer from N(2)O onto sp(3)-Hybridized Carbons
title_short Ni-Catalyzed Oxygen Transfer from N(2)O onto sp(3)-Hybridized Carbons
title_sort ni-catalyzed oxygen transfer from n(2)o onto sp(3)-hybridized carbons
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9562464/
https://www.ncbi.nlm.nih.gov/pubmed/36162124
http://dx.doi.org/10.1021/jacs.2c06227
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AT martinruben nicatalyzedoxygentransferfromn2oontosp3hybridizedcarbons
AT cornellajosep nicatalyzedoxygentransferfromn2oontosp3hybridizedcarbons

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