Counterion Assisted Stereospecific Nucleophilic Substitution of Organoborons with Bulky sp3-Carbon Electrophiles

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Abstract

We developed a highly versatile transition metal-free Suzuki type cross-coupling protocol. Alkenyl/aryl boronic acids could couple smoothly with bulky Csp3 electrophiles in the presence of mild bases. The counterion in the base plays a crucial role for the reactivity. Our metal-free condition is orthogonal towards the classic transition metal catalyzed Suzuki reactions.

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