Palladium-catalyzed asymmetric three-component reaction between glyoxylic acid, sulfonamides and arylboronic acids for the synthesis of α-arylglycine derivatives
A palladium-catalyzed asymmetric three-component synthesis of α-arylglycine derivatives starting from glyoxylic acid, sulfonamides and arylboronic acids is reported. This novel, operationally simple method offers access to the α-arylglycine scaffold in good yields and enantioselectivities. The utili...
| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
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Frontiers Media S.A.
2023-03-01
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| Series: | Frontiers in Chemistry |
| Subjects: | |
| Online Access: | https://www.frontiersin.org/articles/10.3389/fchem.2023.1165618/full |
| _version_ | 1797884314599292928 |
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| author | Bastian Jakob Andreas M. Diehl Kathrin Horst Harald Kelm Georg Manolikakes |
| author_facet | Bastian Jakob Andreas M. Diehl Kathrin Horst Harald Kelm Georg Manolikakes |
| author_sort | Bastian Jakob |
| collection | DOAJ |
| description | A palladium-catalyzed asymmetric three-component synthesis of α-arylglycine derivatives starting from glyoxylic acid, sulfonamides and arylboronic acids is reported. This novel, operationally simple method offers access to the α-arylglycine scaffold in good yields and enantioselectivities. The utilization of α tailored catalyst system enables the enantioselective synthesis of the desired α-arylglycines despite a fast racemic background reaction. The obtained products can be directly employed as building blocks in peptide synthesis. |
| first_indexed | 2024-04-10T04:05:40Z |
| format | Article |
| id | doaj.art-0e335658ac384170b98ee33bc9abd785 |
| institution | Directory Open Access Journal |
| issn | 2296-2646 |
| language | English |
| last_indexed | 2024-04-10T04:05:40Z |
| publishDate | 2023-03-01 |
| publisher | Frontiers Media S.A. |
| record_format | Article |
| series | Frontiers in Chemistry |
| spelling | doaj.art-0e335658ac384170b98ee33bc9abd7852023-03-13T05:49:44ZengFrontiers Media S.A.Frontiers in Chemistry2296-26462023-03-011110.3389/fchem.2023.11656181165618Palladium-catalyzed asymmetric three-component reaction between glyoxylic acid, sulfonamides and arylboronic acids for the synthesis of α-arylglycine derivativesBastian JakobAndreas M. DiehlKathrin HorstHarald KelmGeorg ManolikakesA palladium-catalyzed asymmetric three-component synthesis of α-arylglycine derivatives starting from glyoxylic acid, sulfonamides and arylboronic acids is reported. This novel, operationally simple method offers access to the α-arylglycine scaffold in good yields and enantioselectivities. The utilization of α tailored catalyst system enables the enantioselective synthesis of the desired α-arylglycines despite a fast racemic background reaction. The obtained products can be directly employed as building blocks in peptide synthesis.https://www.frontiersin.org/articles/10.3389/fchem.2023.1165618/fullpalladium-catalysisasymmetric catalysisamino acidsmulticomponent reactionpetasis reactionsulfonamides |
| spellingShingle | Bastian Jakob Andreas M. Diehl Kathrin Horst Harald Kelm Georg Manolikakes Palladium-catalyzed asymmetric three-component reaction between glyoxylic acid, sulfonamides and arylboronic acids for the synthesis of α-arylglycine derivatives Frontiers in Chemistry palladium-catalysis asymmetric catalysis amino acids multicomponent reaction petasis reaction sulfonamides |
| title | Palladium-catalyzed asymmetric three-component reaction between glyoxylic acid, sulfonamides and arylboronic acids for the synthesis of α-arylglycine derivatives |
| title_full | Palladium-catalyzed asymmetric three-component reaction between glyoxylic acid, sulfonamides and arylboronic acids for the synthesis of α-arylglycine derivatives |
| title_fullStr | Palladium-catalyzed asymmetric three-component reaction between glyoxylic acid, sulfonamides and arylboronic acids for the synthesis of α-arylglycine derivatives |
| title_full_unstemmed | Palladium-catalyzed asymmetric three-component reaction between glyoxylic acid, sulfonamides and arylboronic acids for the synthesis of α-arylglycine derivatives |
| title_short | Palladium-catalyzed asymmetric three-component reaction between glyoxylic acid, sulfonamides and arylboronic acids for the synthesis of α-arylglycine derivatives |
| title_sort | palladium catalyzed asymmetric three component reaction between glyoxylic acid sulfonamides and arylboronic acids for the synthesis of α arylglycine derivatives |
| topic | palladium-catalysis asymmetric catalysis amino acids multicomponent reaction petasis reaction sulfonamides |
| url | https://www.frontiersin.org/articles/10.3389/fchem.2023.1165618/full |
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