Silver-Assisted, Iridium-Catalyzed Allylation of Bis[(pinacolato)boryl]methane Allows the Synthesis of Enantioenriched Homoallylic Organoboronic Esters
2016-04-22T00:00:00Z (GMT) by
Described here is an enantioselective approach of making chiral, β-substituted homoallylic organoboronic esters. In the presence of LiO<sup><i>t</i></sup>Bu and a catalytic amount of silver salt, commercial bis[(pinacolato)boryl]methane participated in the iridium-catalyzed asymmetric allylation reactions, delivered a “CH<sub>2</sub>B(pin)” group, and yielded the title compounds from allylic carbonates. The synthetic utility of the prepared chiral organoboronates was demonstrated by their conversion to other important classes of compounds.