Construction of 1-Tetralols Bearing Two Contiguous Quaternary Chiral Centers through a Rhodium-Catalyzed
Aymane Selmani1, Sylvain Darses1
1PSL Université Paris, Chimie ParisTech - CNRS, Institute of Chemistry for Life and Health Sciences (i-CLeHS), 11 rue Pierre et Marie Curie, 75005, Paris, France.
Abstract:
A novel and efficient access to polyfunctionnalized chiral 1-tetralols, bearing two contiguous quaternary carbon stereocenters, has been developed from various and easily accessible alkynyl-1,3-diketones, through a cascade process including a regioselective alkyne insertion, a 1,4-Rh shift, and a nucleophilic addition step via the desymmetrization of the 1,3-diketone moiety thanks to an appropriate rhodium-chiral diene complex in the presence of arylboronic acids.
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