Friedel-Crafts Reaction of Indoles with Isatin-Derived β,γ-Unsaturated α-Keto Esters Using a BINOL-Derived Bisoxazoline (BOX)/Copper(II) Complex as Catalyst
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Title
Friedel-Crafts Reaction of Indoles with Isatin-Derived β,γ-Unsaturated α-Keto Esters Using a BINOL-Derived Bisoxazoline (BOX)/Copper(II) Complex as Catalyst
Authors
Keywords
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Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 358, Issue 19, Pages 3100-3112
Publisher
Wiley
Online
2016-09-15
DOI
10.1002/adsc.201600272
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- (2015) Ai-Jia Wei et al. JOURNAL OF ORGANIC CHEMISTRY
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- (2015) Yanbin Hu et al. ORGANIC LETTERS
- Chiral Phosphoric Acid Catalyzed Enantioselective Decarboxylative Alkylation of β-Keto Acids with 3-Hydroxy-3-indolyloxindoles
- (2015) Xiao-Dong Tang et al. ORGANIC LETTERS
- Recent Advances in Chiral Phosphoric Acid Catalyzed Asymmetric Reactions for the Synthesis of Enantiopure Indole Derivatives
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