dc.contributor.author |
Zuccarello, Giuseppe |
dc.contributor.author |
Mayans, Joan G. |
dc.contributor.author |
Escofet, Imma |
dc.contributor.author |
Scharnagel, Dagmar |
dc.contributor.author |
Kirillova, Mariia S. |
dc.contributor.author |
Pérez-Jimeno, Alba H. |
dc.contributor.author |
Calleja, Pilar |
dc.contributor.author |
Boothe, Jordan R. |
dc.contributor.author |
Echavarren, Antonio M. |
dc.date.accessioned |
2022-06-20T12:27:49Z |
dc.date.available |
2022-06-20T12:27:49Z |
dc.date.issued |
2017-07-10 |
dc.identifier.uri |
http://hdl.handle.net/2072/522470 |
dc.format.extent |
11858 p. |
dc.language.iso |
eng |
dc.rights |
You have selected the Attribution-NonCommercial-NoDerivatives 4.0 International License.
This license is permanently located at
http://creativecommons.org/licenses/by-nc-nd/4.0/. |
dc.source |
RECERCAT (Dipòsit de la Recerca de Catalunya) |
dc.subject.other |
54 |
dc.title |
Enantioselective Folding of Enynes by Gold(I) Catalysts with a Remote C2-Chiral Element |
dc.type |
info:eu-repo/semantics/article |
dc.type |
info:eu-repo/semantics/acceptedVersion |
dc.embargo.terms |
12 mesos |
dc.relation.projectID |
UE (CTQ2016-75960-P) |
dc.relation.projectID |
AGAUR (2014 SGR 818) |
dc.identifier.doi |
10.1021/jacs.9b06326 |
dc.rights.accessLevel |
info:eu-repo/semantics/openAccess |
dc.description.abstract |
Chiral gold(I) catalysts have been designed based on a modi-fied JohnPhos ligand with a distal C2-2,5-diarylpyrrolidine that creates a tight binding cavity. The C2-chiral element is close to where the C-C bond formation takes place in cycliza-tions of 1,6-enynes. These chiral mononuclear catalysts have been applied for the enantioselective 5-exo-dig and 6-endo-dig cyclization of different 1,6-enynes as well as in the first enan-tioselective total synthesis of three members of the carexane family of natural products. Opposite enantioselectivities have been achieved in seemingly analogous reactions of 1,6-enynes, which result from different chiral folding of the substrates based on attractive aryl-aryl interactions. |