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Yoshikai, N. : 2023 Science of Synthesis, 2022/5: Base-Metal Catalysis 1 DOI: 10.1055/sos-SD-238-00231
Base-Metal Catalysis 1

1.12 Nickel-Catalyzed Alkene Dicarbofunctionalization

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Editor: Yoshikai, N. 

Authors: Chatani, N. ; Chemler, S. R. ; Chen, P. ; Dai, H.-X. ; Delcaillau, T.; Fujihara, T. ; Huang, J. ; Iwabuchi, Y. ; Kennedy-Ellis, J. J. ; Ko, C.; Koh, M. J. ; Lee, B. C.; Li, Y.; Lin, L.; Liu, G. ; Ma, D. ; Morandi, B. ; Nakao, Y. ; Ouyang, Y. ; Pang, X.; Qing, F.-L. ; Ren, Y. ; Sasano, Y. ; Shang, Y. ; Shou, J.-Y.; Shu, X.-Z. ; Su, W. ; Tobisu, M. ; Wang, C. ; Xiong, T. ; Xu, H.; Yang, F.; Yoshida, T.; Zhu, S. 

Title: Base-Metal Catalysis 1

Print ISBN: 9783132453807; Online ISBN: 9783132453821; Book DOI: 10.1055/b000000441

1st edition © 2023 Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart

Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry

Science of Synthesis Reference Libraries



Parent publication

Title: Science of Synthesis

DOI: 10.1055/b-00000101

Series Editors: Fürstner, A. (Editor-in-Chief); Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G. A.; Nevado, C.; Trost, B. M.; You, S.-L.

Type: Multivolume Edition

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Abstract

The transition-metal-catalyzed cross-coupling reactions of alkenyl compounds remain one of the most versatile ways of forming C—C bonds from organohalide and organometallic species. The application of inexpensive, readily available, and non-toxic base metals, such as nickel, as catalysts gives rise to a powerful approach to access highly substituted molecules via dicarbofunctionalization. A wide array of nucleophiles and/or electrophiles can be employed, and various mechanisms have been proposed. Generally, these mechanisms can be classified as redox-neutral, reductive, asymmetric, and photoredox dicarbofunctionalizations. In this chapter, we will highlight the recent advances made in the field of nickel-catalyzed alkene dicarbofunctionalization.

Key words

nickel catalysis - dicarbofunctionalization - alkenes - metallaphotoredox - photoredox catalysis - asymmetric catalysis - reductive coupling - two-component dicarbofunctionalization - three-component dicarbofunctionalization
 
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