dc.contributor.author
dell Amico, Luca
dc.contributor.author
Fernμndez-Alvarez, Victor M.
dc.contributor.author
Maseras, feliu
dc.contributor.author
Melchiorre, Paolo
dc.date.accessioned
2019-02-27T15:49:48Z
dc.date.accessioned
2024-04-23T10:21:17Z
dc.date.available
2019-02-27T15:49:48Z
dc.date.available
2024-04-23T10:21:17Z
dc.date.issued
2017-02-10
dc.identifier.uri
http://hdl.handle.net/2072/350690
dc.format.extent
3304 p.
cat
dc.rights
L'accés als continguts d'aquest document queda condicionat a l'acceptació de les condicions d'ús establertes per la següent llicència Creative Commons:http://creativecommons.org/licenses/by-nc-nd/4.0/
dc.source
RECERCAT (Dipòsit de la Recerca de Catalunya)
dc.title
Light-Driven Enantioselective Organocatalytic b-Benzylation of Enals
cat
dc.type
info:eu-repo/semantics/article
cat
dc.type
info:eu-repo/semantics/acceptedVersion
cat
dc.embargo.terms
12 mesos
cat
dc.local.notes
A photochemical organocatalytic strategy for the direct enantioselective b-benzylation of a,b-unsaturated alde- hydes is reported. The chemistry capitalizes upon the light- triggered enolization of 2-alkyl-benzophenones to afford hydroxy-o-quinodinomethanes. These fleeting intermediates are stereoselectively intercepted by chiral iminium ions, transiently formed upon condensation of a secondary amine catalyst with enals. Density functional theory (DFT) studies provided an explanation for why the reaction proceeds through an unconventional Michael-type addition manifold, instead of a classical cycloaddition mechanism and subsequent ring- opening.
cat
dc.relation.projectID
681840
cat
dc.identifier.doi
https://doi.org/10.1002/anie.201612159
dc.rights.accessLevel
info:eu-repo/semantics/openAccess
