dc.contributor.author |
Kasaplar, Pinar |
dc.contributor.author |
Ozkal, Erhan |
dc.contributor.author |
Rodríguez-Escrich, Carles |
dc.contributor.author |
Pericàs, Miquel A. |
dc.date.accessioned |
2018-01-15T16:04:39Z |
dc.date.accessioned |
2018-02-15T10:28:07Z |
dc.date.available |
2018-01-15T16:04:39Z |
dc.date.available |
2018-02-15T10:28:07Z |
dc.date.issued |
2015 |
dc.identifier.uri |
http://hdl.handle.net/2072/226375 |
dc.identifier.uri |
http://hdl.handle.net/2072/305816 |
dc.language.iso |
eng |
dc.publisher |
Royal Society of Chemistry |
dc.relation |
MINECO |
dc.relation |
DEC Generalitat de Catalunya |
dc.relation |
Severo Ochoa Excellence Accreditation 2014−2018 |
dc.relation |
Proyectos I+D+I |
dc.relation.ispartof |
Green Chemistry |
dc.rights |
© The Royal Society of Chemistry 2015 |
dc.title |
Enantioselective α-Amination of 1,3-Dicarbonyl Compounds in Batch and Flow with Immobilized Thiourea Organocatalysts |
dc.type |
info:eu-repo/semantics/article |
dc.relation.projectID |
SEV-2013-0319 |
dc.relation.projectID |
CTQ2012-38594-C02-01 |
dc.relation.projectID |
2014 SGR827 |
dc.identifier.doi |
https://dx.doi.org/10.1039/c5gc00496a |
dc.rights.accessLevel |
info:eu-repo/semantics/openAccess |
dc.description.abstract |
A polymer-supported bifunctional thiourea organocatalyst (PS-TU) has been prepared and successfully used in the enantioselective a-amination of 1,3-dicarbonyl compounds with azodicarboxylates. In contrast with homogeneous thioureas, PS-TU is not irreversibly deactivated by the azodicarboxylate reagents, and simple washing with triethylamine between runs has allowed the repeated reuse (9 cycles) of the PS-TU catalyst. The a-amination mediated by PS-TU has also been adapted to perform the enantioselective amination (93% ee) of ethyl 2-oxocyclopentanecarboxylate in continuous flow (7.5 h operation, 21 min residence time, TON = 37). |