29 research outputs found
Multistep continuous-flow synthesis of (R)- and (S)-rolipram using heterogeneous catalysts
Asymmetric Mannich Reaction of Malonates with Imines Catalyzed by a Chiral Calcium Complex
A method to estimate the hydroelastic behaviour of VLFS based on multi-rigid-body dynamics and beam bending
Catalytic Asymmetric Protonation of Chiral Calcium Enolates via 1,4-Addition of Malonates
Hydroelastic response analysis of pneumatically supported floating structures using a BEM-FEM coupling method
Enantioselective synthesis of proline derivatives by 1,3-dipolar cycloadditions
Research devoted to the synthesis of highly substituted prolines, which are hepatitis C virus inhibitors, using 1,3-dipolar cycloadditions (1,3-DC) of azomethine ylides is described. In the first part, a diastereoselective approach using an inexpensive lactate-derived acrylate as dipolarophile is described. In the second part, our efforts using simple and easily accessible chiral silver(I) and gold(I) complexes as catalysts for enantioselective synthesis of proline derivatives are reviewed. In this case, chiral phosphoramidites and binap have been used as privileged ligands. Parallel to these experimental results, considerable effort was dedicated to run semiempirical density functional theory (DFT) calculations to explain and justify the stereoselectivity of each process.This work has been supported by the DGES of the Spanish Ministerio de Ciencia e Innovación (MICINN) (Consolider INGENIO 2010 CSD2007-00006, FEDER-CTQ2007-62771/BQU, and by the Hispano-Brazilian project PHB2008-0037-PC), Generalitat Valenciana (PROMETEO/2009/039), and by the University of Alicante (GITE-09020-UA)