Umpolung Reactivity of Aldehydes toward Carbon Dioxide

Research output: Contribution to journalJournal articleResearchpeer-review

Abstract Carbon dioxide is an intrinsically stable molecule. Therefore, its activation requires extra energy input in the form of reactive reagents and/or activated catalysts and, often, harsh reaction conditions. Reported here is a direct carboxylation reaction of aromatic aldehydes with carbon dioxide to afford α-keto acids as added-value products. In situ generation of a reactive cyanohydrin was the key to the successful carboxylation reaction under operationally mild reaction conditions (25?40?°C, 1?atm CO2). The resulting α-keto acids served as a platform for α-amino acid synthesis by reductive amination reactions, illustrating the chemical synthesis of essential bioactive molecules from carbon dioxide.
Original languageEnglish
JournalAngewandte Chemie International Edition
Volume57
Issue number38
Pages (from-to)12318-12322
Number of pages5
ISSN1433-7851
DOIs
Publication statusPublished - 17 Sep 2018

Bibliographical note

doi: 10.1002/anie.201806569

    Research areas

  • amino acids, carbon dioxide fixation, carboxylation, reaction mechanisms, umpolung

ID: 202235524