Advanced search
Start date
Betweenand
(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Multicomponent Approach to Silica-Grafted Peptide Catalysts: A 3D Continuous-Flow Organocatalytic System with On-line Monitoring of Conversion and Stereoselectivity

Full text
Author(s):
Scatena, Gabriel S. [1] ; de la Torre, Alexander F. [1] ; Cass, Quezia B. [1] ; Rivera, Daniel G. [1, 2] ; Paixao, Marcio W. [1]
Total Authors: 5
Affiliation:
[1] Fed Univ Sao Carlos UFSCar, Dept Chem, BR-13565905 Sao Carlos, SP - Brazil
[2] Univ Havana, Fac Chem, Ctr Nat Prod Res, Havana 10400 - Cuba
Total Affiliations: 2
Document type: Journal article
Source: CHEMCATCHEM; v. 6, n. 11, p. 3208-3214, NOV 2014.
Web of Science Citations: 13
Abstract

The derivatization of organocatalysts with functional appendages suitable to anchor onto solid supports is usually achieved by stepwise syntheses. As an alternative to such a strategy, this work describes a one-pot approach to silylated prolyl-peptide catalysts by a multicomponent reaction that enables the simultaneous incorporation of the catalytic and the heterogenizable (triethoxysilane) moieties. A microreactor with high catalytic efficacy and reproducibly in the conjugate addition of aldehydes to nitroolefins was obtained by grafting onto HPLC-grade silica (10 mm) and packing into a column with a selected catalyst. A 3D continuous-flow system that includes the on-line monitoring of the reaction outcome was set up. For that, the microreactor was coupled to a chromatographic column for the separation of the remaining substrates from the Michael adduct in the second dimension, followed by a chiral polysaccharide column for the analysis of conversion and stereoselectivity. This approach represents a new instrumental setup that combines the advantages of multidimensional chromatography and flow catalysis. (AU)

FAPESP's process: 13/21599-8 - Multicomponent organocatalytic strategies to anticancer natural products
Grantee:Arlene Gonçalves Corrêa
Support type: Research Grants - Visiting Researcher Grant - International