Synthesis and Biological Activity of Novel Platencin Derivatives

The biological mode of action of platencin, a potential lead molecule for a new class of antibiotics, is detailed. Furthermore, enantiopure syntheses of several platencin derivatives are described, of which the core structure can be accessed in two exceedingly simple steps from commercially available starting materials. Furthermore, the antibiotic properties of the derivatives was evaluated

Enantio- and diastereoselective synthesis of γ-amino alcohols

The γ-amino alcohol structural motif is often encountered in drugs and natural products. We developed two complementary catalytic diastereoselective methods for the synthesis of N-PMP-protected γ-amino alcohols from the corresponding ketones. The anti-products were obtained through Ir-catalyzed asymmetric transfer hydrogenation, the syn-products via Rh-catalyzed asymmetric hydrogenation

One-pot synthesis, crystallization and deracemization of isoindolinones from achiral reactants

The synthesis, crystallization, and complete solid-state deracemization of isoindolinones was realized in one pot simply by grinding achiral reaction components in a suitable solvent with an achiral catalyst. Previously, this concept was applied to a reversible reaction, but herein we showed that it could also be used in combination with reactions in which product formation is irreversible. A controlled final configuration of the product was obtained by using small amounts of chiral additives or seed crystals of the product

Fischer indole reaction in batch and flow employing a sulfonic acid resin: synthesis of pyrido[2,3-a]carbazoles

An Amberlite IR 120 H-promoted one-pot Fischer indolization from a cis-decahydroquinoline using a range of phenylhydrazines led to compounds with the pyrido[2,3-a]carbazole scaffold. The process may be conducted either in batch mode or in a continuous manner in a flow reactor. The stereochemical course of the Fischer indole reaction changed in going from using free phenylhydrazine to the corresponding hydrochloride in batch conditions, whereas, with the short reaction times in continuous flow, no changes due to isomerization processes were observed. Keywords: Fischer indole synthesis, one-pot synthesis, continuous-flow synthesis, sulfonic acid resin, immobilized reagents, pyrido[2,3-a]carbazole

2′-Modified Neamine Analogues from Thiomannosides through Glycosidation-Stereoinversion

Tractor specifications and the results of a series of tests compiled into a 1 to 4 page test report for the Zetor 50 Supe

Aqueous asymmetric aldol reactions in polymersome membranes

\u3cp\u3el-Proline catalysts have been immobilised in the hydrophobic domain of a polymersome via a copper(i)-catalysed azide-alkyne cycloaddition (CuAAC) reaction. Utilisation of these nanoreactors in the asymmetric aldol reaction of cyclohexanone with 4-nitrobenzaldehyde afforded the corresponding β-hydroxyketones in quantitative yields and with excellent enantio- and diastereoselectivities. The polymersomes were recycled up to five times without any loss in activity or selectivity.\u3c/p\u3

Deracemization of a Racemic Compound by Using Tailor-Made Additives

Contains fulltext : 190862.pdf (Publisher’s version ) (Open Access

Oxidation of Secondary Methyl Ethers to Ketones

We present a mild way of converting secondary methyl ethers into ketones using calcium hypochlorite in aqueous acetonitrile with acetic acid as activator. The reaction is compatible with various oxygen- and nitrogen-containing functional groups and afforded the corresponding ketones in up to 98% yield. The use of this methodology could expand the application of the methyl group as a useful protecting group