Asymmetric Organocatalytic Electrophilic Heterofunctionalization of Oxindoles

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Title: Asymmetric Organocatalytic Electrophilic Heterofunctionalization of Oxindoles
Authors: Freckleton, Megan | Baeza, Alejandro | Benavent, Llorenç | Chinchilla, Rafael
Research Group/s: Nuevos Materiales y Catalizadores (MATCAT) | Catálisis Estereoselectiva en Síntesis Orgánica (CESO)
Center, Department or Service: Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica
Keywords: Asymmetric catalysis | Heterocycles | Heterofunctionalization | Organocatalysis | Quaternary stereocenters
Knowledge Area: Química Orgánica
Issue Date: Jun-2018
Publisher: Wiley-VCH Verlag GmbH & Co. KGaA
Citation: Asian Journal of Organic Chemistry. 2018, 7(6): 1006-1014. doi:10.1002/ajoc.201800146
Abstract: The asymmetric synthesis of 3‐substituted oxindoles is a topic of considerable importance because these functionalized heterocycles are found in many natural products and drugs. In the last decade, significant advances have been made towards the asymmetric synthesis of 3‐heteroatom‐substituted oxindoles as a result of major improvements in asymmetric organocatalysis. This review will focus on the different types of asymmetric electrophilic organocatalyzed reactions, including the amination, halogenation, hydroxylation, and sulfenylation of oxindoles to form their enantioenriched 3‐heterosubstituted derivatives.
Sponsor: We thank the Spanish Ministerio de Economía, Industria y Competitividad (CTQ2015-66624-P) and the University of Alicante (VIGROB-173, VIGROB-285, UAUSTI17-06, UADIF17-27) for the financial support. M.F. thanks the University of Edinburgh for an ERASMUS fellowship.
URI: http://hdl.handle.net/10045/76747
ISSN: 2193-5807 (Print) | 2193-5815 (Online)
DOI: 10.1002/ajoc.201800146
Language: eng
Type: info:eu-repo/semantics/article
Rights: © 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
Peer Review: si
Publisher version: https://doi.org/10.1002/ajoc.201800146
Appears in Collections:INV - MATCAT - Artículos de Revistas
INV - CESO - Artículos de Revistas
INV - AMIC - Artículos de Revistas

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