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 |
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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): | Zweitveröffentlichung |