4.8 Review

Recent advances in asymmetric borylation by transition metal catalysis

Journal

CHEMICAL SOCIETY REVIEWS
Volume 50, Issue 23, Pages 13129-13188

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d0cs00843e

Keywords

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Funding

  1. Alexander von Humboldt Foundation
  2. National Natural Science Foundation of China [21901114, 22025104, 21972064, 21901111]
  3. Natural Science Foundation of Jiangsu Province [BK20180685]
  4. Excellent Youth Foundation of Jiangsu Scientific Committee [BK20180007]
  5. Innovation & Entrepreneurship Talents Plan of Jiangsu Province
  6. Fundamental Research Funds for the Central Universities
  7. Julius-Maximilians-Universitat Wurzburg

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Researchers have devoted much effort in exploring synthetic methodologies for the preparation of chiral organoboronates. Among the known methods, asymmetric catalysis has emerged as a practical and highly efficient strategy for their straightforward preparation, with recent remarkable advances in approaches such as asymmetric borylative addition, asymmetric allylic borylation, and stereospecific cross-coupling borylation employing transition-metal catalysis with a chiral ligand.
Chiral organoboronates have played a critical role in organic chemistry and in the development of materials science and pharmaceuticals. Much effort has been devoted to exploring synthetic methodologies for the preparation of these compounds during the past few decades. Among the known methods, asymmetric catalysis has emerged as a practical and highly efficient strategy for their straightforward preparation, and recent years have witnessed remarkable advances in this respect. Approaches such as asymmetric borylative addition, asymmetric allylic borylation and stereospecific cross-coupling borylation, have been extensively explored and well established employing transition-metal catalysis with a chiral ligand. This review provides a comprehensive overview of transition metal-catalysed asymmetric borylation processes to construct carbon-boron, carbon-carbon, and other carbon-heteroatom bonds. It summarises a range of recent achievements in this area of research, with considerable attention devoted to the reaction modes and the mechanisms involved.

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