Enantioselective Copper‐Catalyzed Borylative Cyclization for the Synthesis of Quinazolinones

Quinazolinones are common substructures in molecules of medicinal importance. We report an enantioselective copper‐catalyzed borylative cyclization for the assembly of privileged pyrroloquinazolinone motifs. The reaction proceeds with high enantio‐ and diastereocontrol, and can deliver products cont...

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Detalles Bibliográficos
Autores principales: Dherbassy, Quentin, Manna, Srimanta, Shi, Chunling, Prasitwatcharakorn, Watcharapon, Crisenza, Giacomo E. M., Perry, Gregory J. P., Procter, David J.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Communications
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8252434/
https://www.ncbi.nlm.nih.gov/pubmed/33847459
http://dx.doi.org/10.1002/anie.202103259
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author Dherbassy, Quentin
Manna, Srimanta
Shi, Chunling
Prasitwatcharakorn, Watcharapon
Crisenza, Giacomo E. M.
Perry, Gregory J. P.
Procter, David J.
author_facet Dherbassy, Quentin
Manna, Srimanta
Shi, Chunling
Prasitwatcharakorn, Watcharapon
Crisenza, Giacomo E. M.
Perry, Gregory J. P.
Procter, David J.
author_sort Dherbassy, Quentin
collection PubMed
description Quinazolinones are common substructures in molecules of medicinal importance. We report an enantioselective copper‐catalyzed borylative cyclization for the assembly of privileged pyrroloquinazolinone motifs. The reaction proceeds with high enantio‐ and diastereocontrol, and can deliver products containing quaternary stereocenters. The utility of the products is demonstrated through further manipulations.
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spelling pubmed-82524342021-07-07 Enantioselective Copper‐Catalyzed Borylative Cyclization for the Synthesis of Quinazolinones Dherbassy, Quentin Manna, Srimanta Shi, Chunling Prasitwatcharakorn, Watcharapon Crisenza, Giacomo E. M. Perry, Gregory J. P. Procter, David J. Angew Chem Int Ed Engl Communications Quinazolinones are common substructures in molecules of medicinal importance. We report an enantioselective copper‐catalyzed borylative cyclization for the assembly of privileged pyrroloquinazolinone motifs. The reaction proceeds with high enantio‐ and diastereocontrol, and can deliver products containing quaternary stereocenters. The utility of the products is demonstrated through further manipulations. John Wiley and Sons Inc. 2021-05-19 2021-06-21 /pmc/articles/PMC8252434/ /pubmed/33847459 http://dx.doi.org/10.1002/anie.202103259 Text en © 2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH https://creativecommons.org/licenses/by/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Dherbassy, Quentin
Manna, Srimanta
Shi, Chunling
Prasitwatcharakorn, Watcharapon
Crisenza, Giacomo E. M.
Perry, Gregory J. P.
Procter, David J.
Enantioselective Copper‐Catalyzed Borylative Cyclization for the Synthesis of Quinazolinones
title Enantioselective Copper‐Catalyzed Borylative Cyclization for the Synthesis of Quinazolinones
title_full Enantioselective Copper‐Catalyzed Borylative Cyclization for the Synthesis of Quinazolinones
title_fullStr Enantioselective Copper‐Catalyzed Borylative Cyclization for the Synthesis of Quinazolinones
title_full_unstemmed Enantioselective Copper‐Catalyzed Borylative Cyclization for the Synthesis of Quinazolinones
title_short Enantioselective Copper‐Catalyzed Borylative Cyclization for the Synthesis of Quinazolinones
title_sort enantioselective copper‐catalyzed borylative cyclization for the synthesis of quinazolinones
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8252434/
https://www.ncbi.nlm.nih.gov/pubmed/33847459
http://dx.doi.org/10.1002/anie.202103259
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