caa a22 4500 475844122 CHVBK 20180406123909.0 cr unu---uuuuu 170329e20000801xx s 000 0 eng 10.1023/A:1009049309255 doi (NATIONALLICENCE)springer-10.1023/A:1009049309255 Heterogeneous enantioselective carbon-carbon bond formation: role of the inorganic support in the synthesis and activity of supported chiral auxiliaries [Elektronische Daten] [Sébastien Abramson, Nathalie Bellocq, Monique Laspéras] Heterogeneous enantioselective alkylation of benzaldehyde with diethylzinc was performed using (-)-ephedrine grafted on mesoporous micelle templated aluminosilicates or silicates, as chiral auxiliary. Supports were characterized by a regular mesoporosity and a same initial pore diameter. Immobilization of the chiral aminoalcohol was performed through covalent anchoring of 3-halogenopropyltrimethoxysilane (XPTMS) and substitution of the halogen by (-)-ephedrine. Comparison of the efficiency of the catalysts was carried out. Results were analyzed taking into account the accessibility to the catalytic sites by changing their density (decrease of XPTMS concentration, spacing of the sites by alkyl goups) and the effect of the uncovered mineral surface on activities and enantioselectivities. Kluwer Academic Publishers, 2000 heterogeneous enantioselective catalysis nationallicence mesoporous templated silicates nationallicence carbon-carbon bond formation nationallicence alkylation nationallicence diethylzinc nationallicence Abramson Sébastien Laboratoire de Matériaux Catalytiques et Catalyse en Chimie Organique, CNRS UMR 5618, Ecole Nationale Supérieure de Chimie de Montpellier, 8, rue de l'Ecole Normale, 34296, Montpellier Cedex 5, France aut Bellocq Nathalie Laboratoire de Matériaux Catalytiques et Catalyse en Chimie Organique, CNRS UMR 5618, Ecole Nationale Supérieure de Chimie de Montpellier, 8, rue de l'Ecole Normale, 34296, Montpellier Cedex 5, France aut Laspéras Monique Laboratoire de Matériaux Catalytiques et Catalyse en Chimie Organique, CNRS UMR 5618, Ecole Nationale Supérieure de Chimie de Montpellier, 8, rue de l'Ecole Normale, 34296, Montpellier Cedex 5, France aut Topics in Catalysis Kluwer Academic Publishers-Plenum Publishers 13/3(2000-08-01), 339-345 1022-5528 13:3<339 2000 13 11244 https://doi.org/10.1023/A:1009049309255 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1023/A:1009049309255 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Abramson Sébastien Laboratoire de Matériaux Catalytiques et Catalyse en Chimie Organique, CNRS UMR 5618, Ecole Nationale Supérieure de Chimie de Montpellier, 8, rue de l'Ecole Normale, 34296, Montpellier Cedex 5, France aut NATIONALLICENCE 700 1- Bellocq Nathalie Laboratoire de Matériaux Catalytiques et Catalyse en Chimie Organique, CNRS UMR 5618, Ecole Nationale Supérieure de Chimie de Montpellier, 8, rue de l'Ecole Normale, 34296, Montpellier Cedex 5, France aut NATIONALLICENCE 700 1- Laspéras Monique Laboratoire de Matériaux Catalytiques et Catalyse en Chimie Organique, CNRS UMR 5618, Ecole Nationale Supérieure de Chimie de Montpellier, 8, rue de l'Ecole Normale, 34296, Montpellier Cedex 5, France aut NATIONALLICENCE 773 0- Topics in Catalysis Kluwer Academic Publishers-Plenum Publishers 13/3(2000-08-01), 339-345 1022-5528 13:3<339 2000 13 11244 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer