Enantioselective Synthesis of Aza-Flavanones with an All-Carbon Quaternary Stereocenter via NHC-Catalyzed Intramolecular Annulation

[Image: see text] An enantioselective synthesis of functionalized aza-flavanone derivatives using the N-heterocyclic carbene-catalyzed intramolecular Stetter reaction of sulphoamido benzaldehydes has been reported. This procedure presents the first original approach for synthesizing chiral functiona...

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Autores principales: Barańska, Izabela, Słotwiński, Michał, Muzioł, Tadeusz, Rafiński, Zbigniew
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10633870/
https://www.ncbi.nlm.nih.gov/pubmed/37969996
http://dx.doi.org/10.1021/acsomega.3c05064
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author Barańska, Izabela
Słotwiński, Michał
Muzioł, Tadeusz
Rafiński, Zbigniew
author_facet Barańska, Izabela
Słotwiński, Michał
Muzioł, Tadeusz
Rafiński, Zbigniew
author_sort Barańska, Izabela
collection PubMed
description [Image: see text] An enantioselective synthesis of functionalized aza-flavanone derivatives using the N-heterocyclic carbene-catalyzed intramolecular Stetter reaction of sulphoamido benzaldehydes has been reported. This procedure presents the first original approach for synthesizing chiral functionalized flavonoids at the 3-position, containing an all-carbon quaternary stereogenic center. This advancement significantly enriches the chemical toolbox for the preparation of complex nitrogen-containing compounds and opens up new avenues for further research and development in synthetic organic chemistry.
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spelling pubmed-106338702023-11-15 Enantioselective Synthesis of Aza-Flavanones with an All-Carbon Quaternary Stereocenter via NHC-Catalyzed Intramolecular Annulation Barańska, Izabela Słotwiński, Michał Muzioł, Tadeusz Rafiński, Zbigniew ACS Omega [Image: see text] An enantioselective synthesis of functionalized aza-flavanone derivatives using the N-heterocyclic carbene-catalyzed intramolecular Stetter reaction of sulphoamido benzaldehydes has been reported. This procedure presents the first original approach for synthesizing chiral functionalized flavonoids at the 3-position, containing an all-carbon quaternary stereogenic center. This advancement significantly enriches the chemical toolbox for the preparation of complex nitrogen-containing compounds and opens up new avenues for further research and development in synthetic organic chemistry. American Chemical Society 2023-10-30 /pmc/articles/PMC10633870/ /pubmed/37969996 http://dx.doi.org/10.1021/acsomega.3c05064 Text en © 2023 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 Barańska, Izabela
Słotwiński, Michał
Muzioł, Tadeusz
Rafiński, Zbigniew
Enantioselective Synthesis of Aza-Flavanones with an All-Carbon Quaternary Stereocenter via NHC-Catalyzed Intramolecular Annulation
title Enantioselective Synthesis of Aza-Flavanones with an All-Carbon Quaternary Stereocenter via NHC-Catalyzed Intramolecular Annulation
title_full Enantioselective Synthesis of Aza-Flavanones with an All-Carbon Quaternary Stereocenter via NHC-Catalyzed Intramolecular Annulation
title_fullStr Enantioselective Synthesis of Aza-Flavanones with an All-Carbon Quaternary Stereocenter via NHC-Catalyzed Intramolecular Annulation
title_full_unstemmed Enantioselective Synthesis of Aza-Flavanones with an All-Carbon Quaternary Stereocenter via NHC-Catalyzed Intramolecular Annulation
title_short Enantioselective Synthesis of Aza-Flavanones with an All-Carbon Quaternary Stereocenter via NHC-Catalyzed Intramolecular Annulation
title_sort enantioselective synthesis of aza-flavanones with an all-carbon quaternary stereocenter via nhc-catalyzed intramolecular annulation
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10633870/
https://www.ncbi.nlm.nih.gov/pubmed/37969996
http://dx.doi.org/10.1021/acsomega.3c05064
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