Umpolung Reactivity of Aldehydes toward Carbon Dioxide
Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt
Standard
Umpolung Reactivity of Aldehydes toward Carbon Dioxide. / Juhl, Martin; Lee, Ji-Woong.
I: Angewandte Chemie International Edition, Bind 57, Nr. 38, 17.09.2018, s. 12318-12322.Publikation: Bidrag til tidsskrift › Tidsskriftartikel › Forskning › fagfællebedømt
Harvard
APA
Vancouver
Author
Bibtex
}
RIS
TY - JOUR
T1 - Umpolung Reactivity of Aldehydes toward Carbon Dioxide
AU - Juhl, Martin
AU - Lee, Ji-Woong
N1 - doi: 10.1002/anie.201806569
PY - 2018/9/17
Y1 - 2018/9/17
N2 - 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.
AB - 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.
KW - amino acids
KW - carbon dioxide fixation
KW - carboxylation
KW - reaction mechanisms
KW - umpolung
U2 - 10.1002/anie.201806569
DO - 10.1002/anie.201806569
M3 - Journal article
C2 - 30035859
VL - 57
SP - 12318
EP - 12322
JO - Angewandte Chemie International Edition
JF - Angewandte Chemie International Edition
SN - 1433-7851
IS - 38
ER -
ID: 202235524