Transition-Metal-Free Stereoselective Borylation of Allenamides.
Lorena GarcíaJana SendraNúria MirallesEfraim ReyesJorge J CarbóJose L VicarioElena FernándezPublished in: Chemistry (Weinheim an der Bergstrasse, Germany) (2018)
Complete stereocontrol on the transition-metal-free hydroboration of the distal double bond of allenamides could be achieved when allenamides contained acetyl substituents, which provided exclusively the Z-isomer. The consecutive Pd-catalyzed cross-coupling reaction allowed the straightforward formation of trisubstituted enamides, with total control of the stereoselectivity.