Concept
Hemiaminal
Related publications (33)
CO2 Capture and Release in Amine Solutions: To What Extent Can Molecular Simulations Help Understand the Trends?
Wanda Andreoni, Fabio Pietrucci, Changru Ma
Absorption in amine solutions is a well-established advanced technology for CO2 capture. However, the fundamental aspects of the chemical reactions occurring in solution still appear to be unclear. Our previous investigation of aqueous monoethanolamine (ME ...
MDPI2023N-Terminal Selective C-H Azidation of Proline-Containing Peptides: a Platform for Late-Stage Diversification
Jérôme Waser, Raphaël Michel Henri Simonet-Davin, Emmanuelle Madeline Dominique Allouche
A methodology for the C-H azidation of N-terminal proline-containing peptides was developed employing only commercially available reagents. Peptides bearing a broad range of functionalities and containing up to 6 amino acids were selectively azidated at th ...
WILEY-V C H VERLAG GMBH2022Ring-Opening Reactions of Aminocyclopropanes and Aminocyclobutanes
Nitrogen-containing compounds are an important class of molecules in medicinal chemistry, chemical biology, biochemistry, material sciences or environmental sciences. Organic nitrogen occurs in many forms, ranging from small building blocks such as urea, a ...
EPFL2022Rh-catalyzed C-H Bond Heteroarylation with Hypervalent Iodine Reagents and Pd-Catalyzed Tethered Functionalizations of Carbon-Carbon Multiple Bonds.
Transition metal-catalyzed C-H activation is a powerful tool for the synthesis of organic building blocks, materials, and natural products. Over the last decade, directing-group-assisted metal-catalyzed C-H functionalization has attracted increasing intere ...
EPFL2022Catalytic enantioselective Pictet-Spengler reaction of carbonyl compounds: Development and application to the asymmetric total synthesis of indole alkaloids
This thesis consists in an extensive study about the enantioselective Pictet-Spengler reaction (EPSR) and its application to the total synthesis of monoterpene indole alkaloids (MIAs). The general introduction presents the literature background about this ...
EPFL2022Controlling lignin solubility and hydrogenolysis selectivity by acetal-mediated functionalization
Jeremy Luterbacher, Anastasiia Komarova, Graham Reid Dick
Existing lignocellulosic biomass fractionation processes produce lignin with random, interunit C-C bonds that inhibit its depolymerization and constrain its use. Here, we exploit the aldehyde stabilization of lignin to tailor its structure, functionality, ...
ROYAL SOC CHEMISTRY2021Oxidative Fluorination of Cyclopropylamides through Organic Photoredox Catalysis
We report an oxidative ring-opening strategy to transform cyclopropylamides and cyclobutylamides into fluorinated imines. The imines can be isolated in their more stable hemiaminal form, with the fluorine atom installed selectively at the gamma or delta po ...
WILEY-V C H VERLAG GMBH2020Photocatalytic Umpolung of N- and O-substituted alkenes for the synthesis of 1,2-amino alcohols and diols
Jérôme Waser, Stefano Nicolai, Stephanie Grace Elizabeth Amos
We report an organophotocatalytic 1,2-oxyalkynylation of ene-carbamates and enol ethers using Ethynyl BenziodoXolones (EBXs). 1-Alkynyl-1,2-amino alcohols and diols were obtained in up to 89% yield. Photocatalytic formation of radical cations led to Umpolu ...
ROYAL SOC CHEMISTRY2020Reactivity and biological activity of N,N,S-Schiff-base rhodium pentamethylcyclopentadienyl complexes
Paul Joseph Dyson, Lucinda Kate Batchelor
Neutral piano-stool complexes of the general formula [(eta(5)-C5Me5)Rh(L-OR)] (R = Me, 1; R = Et, 2; R = Pe(i), 3) have been prepared in alcohols (methanol, 1; ethanol, 2; isopropanol, 3) from the Schiff-base 5-methyl-4-{(pyridin-2-ylmethylene)amino}-4H-1, ...
ELSEVIER SCIENCE SA2020Palladium Catalysed Intramolecular Carbo-oxygenation of Propargylic Amines to Access 1,2-Amino Alcohols and alpha-Amino Ketones via in situ Tether Formation
Phillip Gulliver Dominic Greenwood
a-Amino ketones and 1,2-amino alcohols are important structural motifs in organic chemistry, that
can be observed in natural products, pharmaceutically and bioactive compounds. For these reasons,
they constitute privileged targets for the development of ne ...
EPFL2020