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Propargylsilanes as Reagents for Synergistic Gold(I)‐Catalyzed Propargylation of Carbonyl Compounds: Isolation and Characterization of σ‐Gold(I) Allenyl Intermediates
Author(s) -
Fernández Sergio,
González Jairo,
Santamaría Javier,
Ballesteros Alfredo
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201905159
Subject(s) - catalysis , silylation , reagent , chemistry , combinatorial chemistry , colloidal gold , organic chemistry , nanotechnology , materials science , nanoparticle
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.