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The first aza-C-disaccharide (D-azaMan-beta-CHz-(1 -> 6)-D-Man-alpha-OMe) that mimicks alpha-D-Manp-(1 -> 6)-alpha-D-ManOMe was made in 1994 by Johnson and coworkers. Several synthetic approaches to these disaccharide mimetics have been proposed. These are ...
Synthesis of Modified Prolines using aza naked sugar methodology R and S-prolines are secondary, cyclic, pyrrolidine-based amino acids. Proline demonstrated excellent catalytic activity to promote enantio- and diatereoselective, intra- and intermolecular c ...
A new one-pot synthesis of sulfoxides is presented. It involves the bora-ene reaction of sulfur dioxide and prop-2-ene-1-boronic esters, giving mixed anhydrides of sulfinic and boric acids. The latter react chemoselectively at the sulfur center with Grigna ...
The goal of our project (HES-SO n°11246) is to develop chemometric methods that enhance the development of chemical reactions. Semi-batch experiments are performed using a fully automated chemical reactor. Real-time analytical data, infrared (IR) spectra f ...
A postulated biogenesis forms the basis for a synthetic route to the natural product anachelin H. Key steps include a tellurium-mediated, oxidative aza annulation and a Claisen condensation under mild conditions. Experiments with a model substrate indicate ...
This project aims at the optimization of chemical reactions by using online analytical and chemometric methods. The experiments are carried out in a fully automated chemical reactor (1 liter). The host computer controls the standard process variables such ...
The acid-catalyzed cyclization-condensation between anilines and Et 4,4,4-trifluoroacetoacetate affords 1,4-dihydro-2-trifluoromethyl-4H-4-quinolinones, which can easily be converted into 4-bromo-2-(trifluoromethyl)quinolines. These undergo halogen/metal e ...
We report on a multi-technique investigation of the supramolecular organisation of N,N-diphenyl oxalic amide under differently dimensioned environments, namely three-dimensional (3D) in the bulk crystal, and in two dimensions on the Ag(111) surface as well ...
A concise, practical and stereoselective total synthesis of galantinic acid, constituent of the peptide antibiotic galantin, is reported. The title compound is obtained in six steps via Heathcock-Claisen condensation, Evans reduction and deprotection in 10 ...
In the presence of sulfur dioxide and an acid promoter, (-)-(1E,3Z)-2-methyl-1-((1S)-1-phenyleth- oxy)penta-1,3-dien-3-yl isobutyrate reacts with (Z)-3-(trimethylsilyloxy)-pent-2-ene giving a silyl sulfinate intermediate that undergoes, in the presence of ...