Abstract

Organoboron compounds represent a versatile synthetic building block in organic synthesis. Recently, their applications to functional organic materials, such as fluorescent materials, electron transport materials, and pharmaceuticals, also gathered attention from researchers. Through this thesis, I developed new densely substituted and functionalized allylic and alkenyl boronates under high stereo- and enantiocontrol using copper(I) catalyst. As I demonstrated, the borylation products could be used as versatile building blocks in organic synthesis. Also, I investigated and revealed the detailed mechanism of the copper(I)-catalyzed borylation reactions. Those highly reactive and selective catalyst systems I developed and the deep understanding of the mechanism would benefit the further development of new reactions and catalyst systems.

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