Annulated carbamates are precursors for the ring contraction of the adamantane framework

We report a protocol for the one-pot two-step synthesis of noradamantane methylene amines. The first step is the triflic acid-promoted decarboxylation of adamantane carbamates, which causes rearrangement of the adamantane framework to form noradamantane iminium salts, which are reduced to amines in...

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Detalles Bibliográficos
Autores principales: Hrdina, Radim, Holovko-Kamoshenkova, Oksana M., Císařová, Ivana, Koucký, Filip, Machalický, Oldřich
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2022
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9620499/
https://www.ncbi.nlm.nih.gov/pubmed/36349043
http://dx.doi.org/10.1039/d2ra06402b
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author Hrdina, Radim
Holovko-Kamoshenkova, Oksana M.
Císařová, Ivana
Koucký, Filip
Machalický, Oldřich
author_facet Hrdina, Radim
Holovko-Kamoshenkova, Oksana M.
Císařová, Ivana
Koucký, Filip
Machalický, Oldřich
author_sort Hrdina, Radim
collection PubMed
description We report a protocol for the one-pot two-step synthesis of noradamantane methylene amines. The first step is the triflic acid-promoted decarboxylation of adamantane carbamates, which causes rearrangement of the adamantane framework to form noradamantane iminium salts, which are reduced to amines in the second separate step.
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spelling pubmed-96204992022-11-07 Annulated carbamates are precursors for the ring contraction of the adamantane framework Hrdina, Radim Holovko-Kamoshenkova, Oksana M. Císařová, Ivana Koucký, Filip Machalický, Oldřich RSC Adv Chemistry We report a protocol for the one-pot two-step synthesis of noradamantane methylene amines. The first step is the triflic acid-promoted decarboxylation of adamantane carbamates, which causes rearrangement of the adamantane framework to form noradamantane iminium salts, which are reduced to amines in the second separate step. The Royal Society of Chemistry 2022-10-31 /pmc/articles/PMC9620499/ /pubmed/36349043 http://dx.doi.org/10.1039/d2ra06402b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Hrdina, Radim
Holovko-Kamoshenkova, Oksana M.
Císařová, Ivana
Koucký, Filip
Machalický, Oldřich
Annulated carbamates are precursors for the ring contraction of the adamantane framework
title Annulated carbamates are precursors for the ring contraction of the adamantane framework
title_full Annulated carbamates are precursors for the ring contraction of the adamantane framework
title_fullStr Annulated carbamates are precursors for the ring contraction of the adamantane framework
title_full_unstemmed Annulated carbamates are precursors for the ring contraction of the adamantane framework
title_short Annulated carbamates are precursors for the ring contraction of the adamantane framework
title_sort annulated carbamates are precursors for the ring contraction of the adamantane framework
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9620499/
https://www.ncbi.nlm.nih.gov/pubmed/36349043
http://dx.doi.org/10.1039/d2ra06402b
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