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Yoshikai, N. : 2023 Science of Synthesis, 2022/5: Base-Metal Catalysis 1 DOI: 10.1055/sos-SD-238-00052
Base-Metal Catalysis 1

1.3 Copper-Catalyzed Alkene Difunctionalization

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Buch

Herausgeber: Yoshikai, N. 

Autoren: 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. 

Titel: Base-Metal Catalysis 1

Print ISBN: 9783132453807; Online ISBN: 9783132453821; Buch-DOI: 10.1055/b000000441

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

Fachgebiete: Organische Chemie;Chemische Reaktionen, Katalyse;Organometallchemie;Chemische Labormethoden, Stöchiometrie

Science of Synthesis Reference Libraries



Übergeordnete Publikation

Titel: Science of Synthesis

DOI: 10.1055/b-00000101

Reihenherausgeber: 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.

Typ: Mehrbändiges Werk

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Abstract

Alkene difunctionalization is a classic molecular transformation in organic synthesis, enabling the production of more-complex molecules from simple hydrocarbon-derived feedstocks. Alkene difunctionalizations catalyzed by copper complexes offer potentially more-sustainable protocols compared to those catalyzed by more-precious or -toxic metals. This chapter summarizes important recent advancements in the field, especially in the area of asymmetric catalysis. A number of copper-catalyzed intramolecular and intermolecular alkene difunctionalizations for the synthesis of cyclic and acyclic chiral amines and ethers, and related compounds, are presented. The reactions include alkene and/or diene hydroamination, hydroetherification, carboamination, carboetherification, diamination, oxyamination, and dicarbofunctionalization. Many of the reaction mechanisms involve a radical component either in the first or second bond-forming event. The ability of copper to engage with radicals in bond-forming events, including enantioselective ones, is a valuable aspect of many of these reactions.

Schlüsselwörter

alkenes - amines - amino alcohols - aminooxygenation - aziridines - carboamination - carboetherification - copper catalysis - diamination - dicarbofunctionalization - dienes - difunctionalization - enantioselective - ethers - hydroamination - hydroetherification - indolines - lactams - lactones - pyrrolidines - radicals
 
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