Umpolung Reactivity of Aldehydes toward Carbon Dioxide.

08:00 EDT 23rd July 2018 | BioPortfolio

Summary of "Umpolung Reactivity of Aldehydes toward Carbon Dioxide."

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. We report here 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 key to the successful carboxylation reaction under operationally mild reaction conditions (25-40 oC, 1 atm CO2). The resulting α-keto acids served as a platform for alpha-amino acid synthesis via reductive amination reactions, illustrating the chemical synthesis of essential bioactive molecules from carbon dioxide.


Journal Details

This article was published in the following journal.

Name: Angewandte Chemie (International ed. in English)
ISSN: 1521-3773


DeepDyve research library

PubMed Articles [5054 Associated PubMed Articles listed on BioPortfolio]

Umpolung Carbonyl Groups as Alkyl Organometallic Reagent Surrogates for Palladium Catalyzed Allylic Alkylation.

Palladium catalyzed allylic alkylation of non-stabilized carbon nucleophiles is difficult and still remains a major challenge. We report a direct palladium-catalyzed highly chemo- and regioselective C...

Effects of L-Menthol and Carbon Dioxide on the Adenoma Detection Rate during Colonoscopy: L-Menthol and Carbon Dioxide on Colonoscopy.

We examined the efficacy of the combined use of L-menthol spraying (L-mentholS) as an antispasmodic agent and carbon dioxide insufflation (CO2I) on the adenoma detection rate (ADR) in a prospective, s...

Bioinspired Radical Stetter Reaction: Radical Umpolung Enabled by Ion-Pair Photocatalysis.

A bioinspired, intermolecular radical Stetter reaction of α-keto acids and aldehydes is disclosed that is contingent on a formal "radical-Umpolung" concept. Enabled by secondary amine activation, ele...

Does California's Low Carbon Fuel Standards reduce carbon dioxide emissions?

The Low Carbon Fuel Standards (LCFS) represents a new policy approach designed to reduce carbon dioxide emissions by applying standards to all stages of motor fuel production. We use the synthetic con...

Identification of a unique VUV photoabsorption band of carbonic acid for its identification in radiation and thermally processed water-carbon dioxide ices.

Carbonic acid was synthesized within an ice containing water and carbon dioxide by irradiation of ~9 eV photons. Vacuum UltraViolet (VUV)/UltraViolet (UV) photoabsorption spectra of the irradiated i...

Clinical Trials [924 Associated Clinical Trials listed on BioPortfolio]

The Cyclocapnic Method for Measurement of Chemosensitivity

We aim to test our method for measuring chemosensitivity (the ventilatory response to a change in carbon dioxide), which uses sinusoidal carbon dioxide stimuli. Hypotheses: - Ca...

Carbon Dioxide Insufflation Colonoscopy in IBD Patients

Carbon dioxide insufflation during colonoscopy significantly reduces discomfort (pain, bloating and flatulence) after the procedure. So far, it has not been studied in inflammatory bowel d...

Carbon Dioxide Insufflation on Cerebral Microemboli

The purpose of this study is to determine if blowing carbon dioxide into the surgical field during open-heart surgery to displace retained chest cavity air from the atmosphere will decreas...

Prospective, Non-Randomized Evaluation of Carbon Dioxide Gas as a Contrast Agent in Comparison With Iodinated Contrast in Endovascular Aneurysm Repair

Endovascular repair of infrarenal abdominal aortic aneurysms (AAA) requires a contrast agent to identify the vascular anatomy and placement of the stent graft. Iodine contrast has traditi...

Effect of Patient Position on Arterial, End-tidal and Transcutaneous Carbon Dioxide

Investigators evaluate the effect of patient position (Trendelenburg and reverse Trendelenburg) on arterial, end-tidal and transcutaneous carbon dioxide partial pressure in patients underg...

Medical and Biotech [MESH] Definitions

An enzyme with high affinity for carbon dioxide. It catalyzes irreversibly the formation of oxaloacetate from phosphoenolpyruvate and carbon dioxide. This fixation of carbon dioxide in several bacteria and some plants is the first step in the biosynthesis of glucose. EC

A family of zinc-containing enzymes that catalyze the reversible hydration of carbon dioxide. They play an important role in the transport of CARBON DIOXIDE from the tissues to the LUNG. EC

Catalyzes the decarboxylation of an alpha keto acid to an aldehyde and carbon dioxide. Thiamine pyrophosphate is an essential cofactor. In lower organisms, which ferment glucose to ethanol and carbon dioxide, the enzyme irreversibly decarboxylates pyruvate to acetaldehyde. EC

A copper protein that catalyzes the formation of 2 moles of 3-phosphoglycerate from ribulose 1,5-biphosphate in the presence of carbon dioxide. It utilizes oxygen instead of carbon dioxide to form 2-phosphoglycollate and 3-phosphoglycerate. EC

An enzyme of the lyase class that catalyzes the conversion of ATP and oxaloacetate to ADP, phosphoenolpyruvate, and carbon dioxide. The enzyme is found in some bacteria, yeast, and Trypanosoma, and is important for the photosynthetic assimilation of carbon dioxide in some plants. EC

Quick Search


DeepDyve research library

Searches Linking to this Article