Chiral sulfoxides in the enantioselective allylation of aldehydes with allyltrichlorosilane: a kinetic study

The mechanism of the allylation of aldehydes in the presence of allyltrichlorosilane employing the commercially available (R)-methyl p-tolyl sulfoxide as a Lewis base has been investigated. The combination of kinetic measurements, conductivity analysis and quantum chemical calculations indicates that the reaction proceeds through a dissociative pathway in which an octahedral cationic complex with two sulfoxides is involved. The lack of turnover is ascribed to the formation of neutral sulfurane derivatives

Combined electrochemical/chemical methods for the synthesis and the molecular diversifying of isoindolinone-based heterocyclic scaffolds

By means of C–H acids activation on Pt-cathode, an electrochemically initiated strategy aimed to developing a diversity-oriented synthesis based on the isoindolinone nucleus has been established. Conveniently, the achievement of a small library of new heterocycle-fused isoindolinone compounds with potential interest for drug design was carried out by using tandem reactions and one-pot sequential processes

Organocatalysts and sequential asymmetric cascade reactions in the synthesis of functionalized isoindolinones and benzoindolizidinones

In this article we have disclosed a combination of versatile methodologies for the asymmetric synthesis and manipulation of isoindolinones and fused benzo-indolizidinones. On one hand, two consecutive asymmetric cascade reactions allow the synthesis of isoindolinones and fused benzo-indolizidinones, with the stereoselective construction of up to three stereocenters. On the other hand the study of the heterochiral crystallization and the easy functionalization of the obtained molecular platforms render the chemistry of these heterocyclic compounds particularly useful