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Copper(I)-Catalyzed Stereoselective Borylation Reactions

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Abstract

Organoboron represents an organic compound bearing boron atom(s) in the molecule. The compounds play essential roles in organic synthesis because of their adequate reactivity derived from the electrophilicity of the boron center and the nucleophilicity of the carbon–boron bond. This chapter provides a brief introduction to the early development of organoboron compounds, their derivatization reactions, and their current applications. The latter part focuses on the preparation of organoboronates, the esters of organoboronic acids. In 2000, the Hosomi and Ito group and the Miyaura and Ishiyama group independently developed copper(I)-catalyzed borylation reactions using diboronic acid esters. The active species in the reaction, a boryl copper(I) intermediate, has a variety of reaction modes including a conjugate addition, 1,2-insertion, and radical generation. Therefore, this catalytic system has been used for various borylation reactions.

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  1. Synthetic Organic Chemistry Laboratories, FUJIFILM Corporation, Shizuoka, Japan

    Yu Ozawa

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Ozawa, Y. (2023). General Introduction. In: Copper(I)-Catalyzed Stereoselective Borylation Reactions. Springer Theses. Springer, Singapore. https://doi.org/10.1007/978-981-99-1098-4_1

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