Palladium-Catalyzed Decarboxylative 1,2-Addition of Carboxylic Acids to Glyoxylic Acid Esters
- The formation of C−C-bonds constitutes one of the most fundamental synthetic operations in organic chemistry. The nucleophilic addition of preformed organometallic reagents to an electrophilic carbonyl functionality represents a classical method for the selective construction of a C−C-bond. However, the synthesis and utilization of an organometallic reagent is associated with an unfavorable environmental profile. Herein, we disclose a Palladium-catalyzed decarboxylative 1,2-addition of carboxylic acids to glyoxylic acid esters. This novel method provides access to the mandelic acid scaffold in good yields. Easy-to-handle and readily available benzoic acids are utilized as more sustainable alternative to preformed organometallic nucleophiles.
| Author: | Bastian Jakob, Ichraf Slimani, Andreas Diehl, Naceur Hamdi, Georg Manolikakes |
|---|---|
| URN: | urn:nbn:de:hbz:386-kluedo-80398 |
| DOI: | https://doi.org/10.1002/ejoc.202100919 |
| ISSN: | 1099-0690 |
| Parent Title (English): | European Journal of Organic Chemistry |
| Publisher: | Wiley |
| Document Type: | Article |
| Language of publication: | English |
| Date of Publication (online): | 2024/04/16 |
| Year of first Publication: | 2021 |
| Publishing Institution: | Rheinland-Pfälzische Technische Universität Kaiserslautern-Landau |
| Date of the Publication (Server): | 2024/04/16 |
| Issue: | 2021/46 |
| Page Number: | 7 |
| First Page: | 6340 |
| Last Page: | 6346 |
| Source: | https://chemistry-europe.onlinelibrary.wiley.com/doi/10.1002/ejoc.202100919 |
| Faculties / Organisational entities: | Kaiserslautern - Fachbereich Chemie |
| DDC-Cassification: | 5 Naturwissenschaften und Mathematik / 540 Chemie |
| Collections: | Open-Access-Publikationsfonds |
| Licence (German): | Lizenz nach Originalpublikation |
