Issue 1, 2021

Metal–ligand–Lewis acid multi-cooperative catalysis: a step forward in the Conia-ene reaction

Abstract

An original multi-cooperative catalytic approach was developed by combining metal–ligand cooperation and Lewis acid activation. The [(SCS)Pd]2 complex featuring a non-innocent indenediide-based ligand was found to be a very efficient and versatile catalyst for the Conia-ene reaction, when associated with Mg(OTf)2. The reaction operates at low catalytic loadings under mild conditions with HFIP as a co-solvent. It works with a variety of substrates, including those bearing internal alkynes. It displays complete 5-exo vs. 6-endo regio-selectivity. In addition, except for the highly congested tBu-substituent, the reaction occurs with high Z vs. E stereo-selectivity, making it synthetically useful and complementary to known catalysts.

Graphical abstract: Metal–ligand–Lewis acid multi-cooperative catalysis: a step forward in the Conia-ene reaction

Supplementary files

Article information

Article type
Edge Article
Submitted
11 Sep 2020
Accepted
30 Oct 2020
First published
30 Oct 2020
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2021,12, 435-441

Metal–ligand–Lewis acid multi-cooperative catalysis: a step forward in the Conia-ene reaction

A. Clerc, E. Marelli, N. Adet, J. Monot, B. Martín-Vaca and D. Bourissou, Chem. Sci., 2021, 12, 435 DOI: 10.1039/D0SC05036A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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