Institut de Chimie Moléculaire et des Matériaux d'Orsay

Laboratoire de Synthèse Organique et Méthodologie - LSOM

Quelques activités du Laboratoire

Highly dispersed sodium preparation

Since 1990's, our group has been involved in the acyloin condensation for the preparation of small ring carbocycles. These condensation requires preparation of highly dispersed sodium. It should be noted that at room temperature the sodium metal is so soft that it could be cut with a knife. Freshly cut sodium is maintain in petroleum ether in order to avoid formation of sodium hydroxide due to contact with the air. The boiling solvent use in this video is toluene.
CAUTION : Extreme care is required in handling metallic sodium due to it's explosive behavior with water.

Recherche

Solid-phase cleavage by a thermal retro-Diels-Alder reaction: preparation of a small ß-substituted α,β-ethylenic aldehydes library"

Albert Sébastien, Blanco Luis, Deloisy Sandrine Arkivoc 2009, (Xiii), 78-96 [PDF]

Michael addition of heteroatom- and carbon-centered nucleophiles on 7-oxanorborna-2,5-diene-2-carboxaldehyde derivatives followed by a retro-Diels-Alder reaction allowed liquid- and solid-phase synthesis of a small library of α,β-unsaturated aldehydes. Emphasis should be put on the purity of the enals prepared on solid support, a purification step was not necessary.

 

Mots clés

Aminoacides, Synthèse asymétrique, Hétérocycles, Aminophosphonates, Réactions enzymatiques, Carbones quaternaires, Cyclopeptides, Pipéridines, Pyrrolidines, Photochimie, Cycloaddition [2+2], Réaction de Kulinkovich, Cyclopropanols, Produits naturels, Réactions palladocatalysées, Titanacyclopropanes, Composés organosiliciés, Sila-chiralité, Sila-diastéréosélectivité, Réactions de Diels-Alder, Réactions radicalires.