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Title: Chiral phosphoric acid-catalyzed enantioselective aza-Friedel-Crafts alkylation of indoles with γ-hydroxy-γ-lactams
Authors: Thibaut Courant
Sirirat Kumarn
Long He
Pascal Retailleau
Géraldine Masson
Institut de Chimie des Substances Naturelles
Chulabhorn Research Institute
Mahidol University
Keywords: Chemical Engineering;Chemistry
Issue Date: 25-Mar-2013
Citation: Advanced Synthesis and Catalysis. Vol.355, No.5 (2013), 836-840
Abstract: An enantioselective aza-Friedel-Crafts reaction of indoles with γ-hydroxy-γ-lactams using a chiral phosphoric acid catalyst is reported. The approach described herein provides an efficient access to 5-indolylpyrrolidinones in good to quantitative yields and excellent enantioselectivities (up to >99% ee). The results suggest that the reaction may proceed via N-acyliminium intermediates associated with the chiral phosphoric acid anion. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
ISSN: 16154169
Appears in Collections:Scopus 2011-2015

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