Enantioselective PCCP Brønsted acid-catalyzed aza-Piancatelli rearrangement

An enantioselective aza-Piancatelli rearrangement has been developed using a chiral Brønsted acid based on pentacarboxycyclopentadiene (PCCP). This reaction provides rapid access to valuable chiral 4-amino-2-cyclopentenone building blocks from readily available starting material and is operationally...

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Detalles Bibliográficos
Autores principales: Hammersley, Gabrielle R, Nichol, Meghan F, Steffens, Helena C, Delgado, Jose M, Veits, Gesine K, Read de Alaniz, Javier
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2019
Materias:
Letter
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6633596/
https://www.ncbi.nlm.nih.gov/pubmed/31354876
http://dx.doi.org/10.3762/bjoc.15.160
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author Hammersley, Gabrielle R
Nichol, Meghan F
Steffens, Helena C
Delgado, Jose M
Veits, Gesine K
Read de Alaniz, Javier
author_facet Hammersley, Gabrielle R
Nichol, Meghan F
Steffens, Helena C
Delgado, Jose M
Veits, Gesine K
Read de Alaniz, Javier
author_sort Hammersley, Gabrielle R
collection PubMed
description An enantioselective aza-Piancatelli rearrangement has been developed using a chiral Brønsted acid based on pentacarboxycyclopentadiene (PCCP). This reaction provides rapid access to valuable chiral 4-amino-2-cyclopentenone building blocks from readily available starting material and is operationally simple.
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spelling pubmed-66335962019-07-26 Enantioselective PCCP Brønsted acid-catalyzed aza-Piancatelli rearrangement Hammersley, Gabrielle R Nichol, Meghan F Steffens, Helena C Delgado, Jose M Veits, Gesine K Read de Alaniz, Javier Beilstein J Org Chem Letter An enantioselective aza-Piancatelli rearrangement has been developed using a chiral Brønsted acid based on pentacarboxycyclopentadiene (PCCP). This reaction provides rapid access to valuable chiral 4-amino-2-cyclopentenone building blocks from readily available starting material and is operationally simple. Beilstein-Institut 2019-07-12 /pmc/articles/PMC6633596/ /pubmed/31354876 http://dx.doi.org/10.3762/bjoc.15.160 Text en Copyright © 2019, Hammersley et al. https://creativecommons.org/licenses/by/4.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0). Please note that the reuse, redistribution and reproduction in particular requires that the authors and source are credited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Letter
Hammersley, Gabrielle R
Nichol, Meghan F
Steffens, Helena C
Delgado, Jose M
Veits, Gesine K
Read de Alaniz, Javier
Enantioselective PCCP Brønsted acid-catalyzed aza-Piancatelli rearrangement
title Enantioselective PCCP Brønsted acid-catalyzed aza-Piancatelli rearrangement
title_full Enantioselective PCCP Brønsted acid-catalyzed aza-Piancatelli rearrangement
title_fullStr Enantioselective PCCP Brønsted acid-catalyzed aza-Piancatelli rearrangement
title_full_unstemmed Enantioselective PCCP Brønsted acid-catalyzed aza-Piancatelli rearrangement
title_short Enantioselective PCCP Brønsted acid-catalyzed aza-Piancatelli rearrangement
title_sort enantioselective pccp brønsted acid-catalyzed aza-piancatelli rearrangement
topic Letter
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6633596/
https://www.ncbi.nlm.nih.gov/pubmed/31354876
http://dx.doi.org/10.3762/bjoc.15.160
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