Title:
|
Polystyrene or Magnetic Nanoparticles as Support in Enantioselective Organocatalysis? A Case Study in Friedel-Crafts Chemistry
|
Author:
|
Ranjbar, Sara; Riente, Paola; Rodríguez-Escrich, Carles; Yadav, Jagjit; Ramineni, Kishore; Pericàs, Miquel A.
|
Abstract:
|
Heterogenized versions of the second generation MacMillan imidazolidin-4-one are described for the first time. This versatile organocatalyst has been supported onto 1% DVB Merrifield resin and Fe3O4 magnetic nanoparticles through copper-catalyzed alkyne-azide cycloaddition (CuAAC) reaction. The resulting catalytic materials have been successfully applied to the asymmetric Friedel- Crafts alkylation of indoles with α,β-unsaturated aldehydes. While both catalytic systems can be easily recovered and admit repeated recycling, the polystyrene-based catalyst shows higher stability and provides better stereoselectivities. |
Publication date:
|
2016 |
Rights:
|
Copyright © 2016 American Chemical Society |
Document type:
|
Article |
DOI:
|
https://dx.doi.org/10.1021/acs.orglett.6b00462
|
Published by:
|
ACS Publications
|
Publish at:
|
Organic Letters
|
Share:
|
|