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

Synthesis of N-alkylated lipopeptides and their application as organocatalysts in asymmetric Michael addition in aqueous environments

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Author(s):
Delgado, Jose A. C. [1] ; Vicente, Fidel E. M. [1, 2] ; de la Torre, Alexander F. [3] ; Fernandes, Vitor A. [1] ; Correa, Arlene G. [1] ; Paixao, Marcio W. [1]
Total Authors: 6
Affiliation:
[1] Fed Univ Sao Carlos UFSCar, Ctr Excellence Res Sustainable Chem CERSusChem, Dept Chem, Rodovia Washington Luis, Km 235, SP-310, BR-13565905 Sao Carlos, SP - Brazil
[2] Univ Havana, Fac Chem, Dept Gen Chem, Havana - Cuba
[3] Univ Concepcion, Fac Ciencias Quim, Dept Quim Organ, Concepcion - Chile
Total Affiliations: 3
Document type: Journal article
Source: NEW JOURNAL OF CHEMISTRY; v. 45, n. 31 JUL 2021.
Web of Science Citations: 0
Abstract

A library of N-alkylated lipopeptide organocatalysts were synthesized through an isocyanide-based multicomponent reaction. Various structural motifs were tunably introduced on the catalyst backbone with the aim of incorporating amphiphilic features. Consequently, they have further been evaluated in the 1,4-addition of aldehydes to trans-beta-nitrostyrene having water as the sole solvent. Under sustainable reaction conditions, Michael adducts were obtained in excellent yields, diastereoselectivities, and enantioselectivities using low catalyst loadings and without additives. (AU)

FAPESP's process: 14/50249-8 - Green chemistry: sustainable synthetic methods employing benign solvents, safer reagents, and bio-renewable feedstock
Grantee:Arlene Gonçalves Corrêa
Support type: Research Grants - Research Centers in Engineering Program
FAPESP's process: 19/01973-9 - Exploration of the Asymmetric Induction in Ugi Variations Aiming the Stereoselective Synthesis and Functionalizationof N-Heterocycles
Grantee:Vitor Alcantara Fernandes da Silva
Support type: Scholarships in Brazil - Doctorate