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Umpolung Reactivity of Aldehydes toward Carbon Dioxide
Authors:Martin Juhl  Dr. Ji‐Woong Lee
Affiliation:Department of Chemistry, Nano-Science Center, University of Copenhagen, Copenhagen ?, Denmark
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.
Keywords:amino acids  carbon dioxide fixation  carboxylation  reaction mechanisms  umpolung
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