Copper-Catalyzed Arylative Meyer–Schuster Rearrangement of Propargylic Alcohols to Complex Enones Using Diaryliodonium Salts†
Beatrice S. L. Collins
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW (UK) http://www-gaunt.ch.cam.ac.uk/
Search for more papers by this authorDr. Marcos G. Suero
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW (UK) http://www-gaunt.ch.cam.ac.uk/
Search for more papers by this authorCorresponding Author
Prof. Matthew J. Gaunt
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW (UK) http://www-gaunt.ch.cam.ac.uk/
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW (UK) http://www-gaunt.ch.cam.ac.uk/Search for more papers by this authorBeatrice S. L. Collins
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW (UK) http://www-gaunt.ch.cam.ac.uk/
Search for more papers by this authorDr. Marcos G. Suero
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW (UK) http://www-gaunt.ch.cam.ac.uk/
Search for more papers by this authorCorresponding Author
Prof. Matthew J. Gaunt
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW (UK) http://www-gaunt.ch.cam.ac.uk/
Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW (UK) http://www-gaunt.ch.cam.ac.uk/Search for more papers by this authorWe are grateful to the University of Cambridge (for studentship, B.S.L.C), the Marie Curie Foundation (M.G.S.), and ERSRC and ERC (for fellowships to M.J.G). We also thank the EPSRC Mass Spectrometry Service at the University of Swansea and Dr. Anna Allen for assistance in the preparation of this manuscript.
Graphical Abstract
Free choice: A copper-catalyzed arylative Meyer–Schuster rearrangement is described. The reaction is compatible with a range of substituted propargylic alcohols and diaryliodonium salts and delivers complex trisubstituted enone products selectively as the E isomers.
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