A stereoselective approach towards trisubstituted vinylborononates through Iridium Catalyzed Alkene Isomerization

The synthesis of vinylboron species through hydroboration is often limited by issues of regio- and stereoselectivity. In cases where hydroboration is not suitable, alkene isomerization is an attractive strategy to bridge between easily accessible vinylboron species and their more substituted counterparts.
Using a cationic Iridium-based system, the above strategy was successfully applied to give both good yield, high stereo- and regioselectivity from simpler regioisomers by relying on the inherent selectivity of the 1,3-hydride shift mechanism. Different positions of the initial alkene and the substitution pattern of the starting material allow the control of the structure of the obtained product.