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Molecules 2018, 23(3), 629; https://doi.org/10.3390/molecules23030629

Gold-Catalyzed Addition of β-Ketoesters to Alkenes: Influence of Electronic and Steric Effects in the Reaction Outcome

Instituto de Química Rosario, Facultad de Ciencias Bioquímicas y Farmacéuticas, Universidad Nacional de Rosario-CONICET, Suipacha 531, Rosario S2002LRK, Argentina
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Received: 7 February 2018 / Revised: 27 February 2018 / Accepted: 9 March 2018 / Published: 10 March 2018
(This article belongs to the Special Issue Organometallic Catalysis in Organic Synthesis)
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Abstract

The gold-catalyzed intermolecular hydroalkylation of olefins with β-ketoesters represents a conceptually attractive and useful synthetic tool; however, it has been scarcely applied, remaining a challenge for chemists. The aim of the current study was to investigate the addition of these 1,3-diketo-compounds to alkenes under gold catalysis conditions, in order to establish the electronic and steric effects of the alkenyl substrates in the reaction outcome. The screening of different catalyst systems and diverse olefins enabled defining the alkenyl requirements and the best reaction conditions to efficiently achieve the coupled products. View Full-Text
Keywords: gold catalysis; hydroalkylation; β-ketoesters; olefins gold catalysis; hydroalkylation; β-ketoesters; olefins
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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La-Venia, A.; Mischne, M.P.; Mata, E.G. Gold-Catalyzed Addition of β-Ketoesters to Alkenes: Influence of Electronic and Steric Effects in the Reaction Outcome. Molecules 2018, 23, 629.

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