ArticleNature communications2015
Asymmetric synthesis of N-allylic indoles via regio- and enantioselective allylation of aryl hydrazines.
Article in Nature communications, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed.
- Enantio- and Site-Selective Synthesis of α-Substituted Hydrazines, Pyrazolidines, and Tertiary Alcohols by Copper-Catalyzed Allylic C-N and C-O Bond Formation.Journal of the American Chemical Society · 2026Article
- Copper-catalysed enantioconvergent N-alkylation of hydrazines with racemic α-haloamides to access enantioenriched hydrazines.Nature communications · 2026Article
- Enantioselective synthesis of chiral α,α-dialkyl indoles and related azoles by cobalt-catalyzed hydroalkylation and regioselectivity switch.Nature communications · 2024Article
- Enantioselective synthesis of N-alkylindoles enabled by nickel-catalyzed C-C coupling.Nature communications · 2022Article
- Chiral Amines via Enantioselective π-Allyliridium-Accounts of chemical research · 2022Article
- FeO(OH)@C-Catalyzed Selective Hydrazine Substitution of p-Nitro-Aryl Fluorides and their Application for the Synthesis of Phthalazinones.ChemistryOpen · 2022Article
- Graphene/MoSNature communications · 2021Article
- Direct asymmetric N-propargylation of indoles and carbazoles catalyzed by lithium SPINOL phosphate.Nature communications · 2020Article
- Photochemical Asymmetric Nickel-Catalyzed Acyl Cross-Coupling.Angewandte Chemie (International ed. in English) · 2019Article
- Chromoselective access to Z- or E- allylated amines and heterocycles by a photocatalytic allylation reaction.Nature communications · 2019Article
- Regio- and Enantioselective Iridium-Catalyzed N-Allylation of Indoles and Related Azoles with Racemic Branched Alkyl-Substituted Allylic Acetates.Angewandte Chemie (International ed. in English) · 2019Article
- Preparation of Chiral Allenes through Pd-Catalyzed Intermolecular Hydroamination of Conjugated Enynes: Enantioselective Synthesis Enabled by Catalyst Design.Journal of the American Chemical Society · 2019Article
- CuH-Catalyzed Enantioselective Alkylation of Indole Derivatives with Ligand-Controlled Regiodivergence.Journal of the American Chemical Society · 2019Article
- Enantioselective, Stereodivergent Hydroazidation and Hydroamination of Allenes Catalyzed by Acyclic Diaminocarbene (ADC) Gold(I) Complexes.Angewandte Chemie (International ed. in English) · 2016Article
- Asymmetric synthesis of allylic aminesChemical science · 2016Article
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3 authors.
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Abstract
The asymmetric synthesis of N-allylic indoles is important for natural product synthesis and pharmaceutical research. The regio- and enantioselective N-allylation of indoles is a true challenge due to the favourable C3-allylation. We develop here a new strategy to the asymmetric synthesis of N-allylic indoles via rhodium-catalysed N-selective coupling of aryl hydrazines with allenes followed by Fischer indolization. The exclusive N-selectivities and good to excellent enantioselectivities are achieved applying a rhodium(I)/DTBM-Segphos or rhodium(I)/DTBM-Binap catalyst. This method permits the practical synthesis of valuable chiral N-allylated indoles, and avoids the N- or C-selectivity issue.
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