Propargylsilanes as Reagents for Synergistic Gold(I)-Catalyzed Propargylation of Carbonyl Compounds: Isolation and Characterization of σ-Gold(I) Allenyl Intermediates.
gold
heterocycles
propargyl compounds
reaction mechanisms
structure elucidation
Journal
Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543
Informations de publication
Date de publication:
29 Jul 2019
29 Jul 2019
Historique:
received:
25
04
2019
pubmed:
21
5
2019
medline:
21
5
2019
entrez:
21
5
2019
Statut:
ppublish
Résumé
Reported herein is the isolation and characterization, for the first time, of a σ-gold allenyl complex as an intermediate in gold catalysis. This intermediate was captured during the study of a novel gold(I)-catalyzed propargylation of carbonyl compounds with propargylsilanes. Notably, the gold-catalyzed propargylation reaction, which proceeds with aldehydes and ketones, can be driven to the formation of either homopropargyl silyl ethers or the in situ synthesis of corresponding 2-silyl-4,5-dihydrofurans.
Identifiants
pubmed: 31106953
doi: 10.1002/anie.201905159
doi:
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
10703-10707Subventions
Organisme : Ministerio de Economía y Competitividad
ID : CTQ-2016-76840-R (AEI/FEDER, UE)
Organisme : Ministerio de Educación Cultura y Deporte
ID : FPU predoctoral fellowship
Informations de copyright
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.