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Copper(I)-Catalyzed Stereoselective Borylation Reactions: Multisubstituted Alkenyl and Allylic Boronates: Springer Theses

Autor Yu Ozawa
en Limba Engleză Hardback – 29 apr 2023
This book focuses on the development of novel functionalized organoboron compounds and those synthetic methods. High degrees of chemo-, regio-, and stereoselectivities of the borylation reactions are attained through catalyst design and optimization. Furthermore, the selectivity-determining mechanisms are analyzed with state-of-the-art DFT and other computational methods.
In this book, the author synthesizes some multi-substituted alkenyl and allylic boronates via borylation reactions using a copper(I)/diboron catalyst system. Those compounds contain novel densely substituted and distorted structures, which have not been accessed by other methods. The high stereoselectivities are achieved by the optimization of the catalyst, especially the ligand. Some new ligands are also developed in this book. Furthermore, the derivatization of the borylation products is demonstrated to access the sterically demanding complex molecules. Also, the author performs computational analysis to reveal how the catalyst controls the selectivities. The deep insight into the reaction mechanism provides guides for rational catalyst design for not only copper(I) catalysis but also other transition metal catalysis. Thus, the content should be of interest to academic and industrial scientists in a wide range of areas.
 
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Specificații

ISBN-13: 9789819910977
ISBN-10: 9819910978
Ilustrații: XIII, 226 p. 280 illus., 145 illus. in color.
Dimensiuni: 155 x 235 mm
Greutate: 0.57 kg
Ediția:1st ed. 2023
Editura: Springer Nature Singapore
Colecția Springer
Seria Springer Theses

Locul publicării:Singapore, Singapore

Cuprins

1. General Introduction.- 2. Modification of QuinoxP*-Type Bisphosphine Ligands for High-Performance Asymmetric Boryl Substitution of Racemic Allyl Electrophiles.- 3. Allylcopper(I) Isomerization-Enabled Copper(I)-Catalyzed Intramolecular Alkylboration of Terminal Allenes.- 4. Intermolecular Alkylboration of gem-Disubstituted Allenes for Stereoselective Synthesis of Multi-Alkylated Allylic Boronates.- 5. Computational Investigation on Copper(I)-Catalyzed Enantioselective Radical Borylation of Benzyl Halides.- 6. Summary of This Thesis.

Notă biografică

Yu Ozawa completed his B.Sc. degree in Engineering at Hokkaido University in March 2017 and his M.Sc. degree in Chemical Sciences and Engineering in March 2019. He completed the Hokkaido University Ambitious Leader’s Program and received his Ph.D. in Engineering in March 2022 from the same university under the supervision of Professor Hajime Ito. His graduate work focused on copper-catalyzed stereoselective borylation reactions. He was selected as the winner in Pacifichem 2021 Student Research Competition. 

Textul de pe ultima copertă

This book focuses on the development of novel functionalized organoboron compounds and those synthetic methods. High degrees of chemo-, regio-, and stereoselectivities of the borylation reactions are attained through catalyst design and optimization. Furthermore, the selectivity-determining mechanisms are analyzed with state-of-the-art DFT and other computational methods.
 In this book, the author synthesizes some multi-substituted alkenyl and allylic boronates via borylation reactions using a copper(I)/diboron catalyst system. Those compounds contain novel densely substituted and distorted structures, which have not been accessed by other methods. The high stereoselectivities are achieved by the optimization of the catalyst, especially the ligand. Some new ligands are also developed in this book. Furthermore, the derivatization of the borylation products is demonstrated to access the sterically demanding complex molecules. Also, the author performs computational analysis to reveal how the catalyst controls the selectivities. The deep insight into the reaction mechanism provides guides for rational catalyst design for not only copper(I) catalysis but also other transition metal catalysis. Thus, the content should be of interest to academic and industrial scientists in a wide range of areas.
 

Caracteristici

Is nominated as an outstanding Ph.D. thesis by Hokkaido University
Describes development of novel multi-substituted allylic and alkenyl boronates and those synthetic methods
Provides deep insight into the reaction mechanisms through state-of-the-art computational methods