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Single-Flask Multicomponent Palladium-Catalyzed α,γ-Coupling of Ketone Enolates: Facile Preparation of Complex Carbon Scaffolds

Authors :
Michael Grigalunas
Paul Helquist
Olaf Wiest
Per-Ola Norrby
Source :
Angewandte Chemie. 127:11988-11991
Publication Year :
2015
Publisher :
Wiley, 2015.

Abstract

A three-component palladium-catalyzed reaction sequence has been developed in which γ-substituted α,β-unsaturated products are obtained in a single flask by an α-alkenylation with either a subsequent γ-alkenylation or γ-arylation of a ketone enolate. Coupling of a variety of electronically and structurally different components was achieved in the presence of a Pd/Q-Phos catalyst (2 mol %), usually at 22 °C with yields of up to 85 %. Most importantly, access to these products is obtained in one simple operation in place of employing multiple reactions.

Details

ISSN :
00448249
Volume :
127
Database :
OpenAIRE
Journal :
Angewandte Chemie
Accession number :
edsair.doi.dedup.....815dfab0cca99e3b611d542a38bd8b97