ArticleAngewandte Chemie (International ed. in English)2016
Catalytic Asymmetric Allylboration of Indoles and Dihydroisoquinolines with Allylboronic Acids: Stereodivergent Synthesis of up to Three Contiguous Stereocenters.
Article in Angewandte Chemie (International ed. in English), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.
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Who cites it
17 citing papers in PubMed.
- Stereoselective Copper-Catalyzed Cross-Coupling of α-CFThe Journal of organic chemistry · 2025Article
- Mechanism of Asymmetric Homologation of Alkenylboronic Acids with CFThe Journal of organic chemistry · 2024Article
- Construction of C2-indolyl-quaternary centers by branch-selective allylation: enabling concise total synthesis of the (±)-mersicarpine alkaloid.Chemical science · 2024Article
- Asymmetric organocatalytic synthesis of chiral homoallylic amines.Beilstein journal of organic chemistry · 2024Review
- Translating Planar Heterocycles into Three-Dimensional Analogs by Photoinduced Hydrocarboxylation.Angewandte Chemie (International ed. in English) · 2023Article
- Sulfenofunctionalization of Chiral α-Trifluoromethyl Allylboronic Acids: Asymmetric Synthesis of SCFAngewandte Chemie (International ed. in English) · 2022Article
- Gold(I)-Catalyzed Nucleophilic Allylation of Azinium Ions with Allylboronates.Angewandte Chemie (International ed. in English) · 2022Article
- An expeditious route to sterically encumbered nonproteinogenic α-amino acid precursors using allylboronic acids.Chemical science · 2022Article
- Organocatalytic Synthesis of α-Trifluoromethyl Allylboronic Acids by Enantioselective 1,2-Borotropic Migration.Journal of the American Chemical Society · 2020Article
- Diastereo- and Enantioselective Synthesis of Homoallylic Amines Bearing Quaternary Carbon Centers.Journal of the American Chemical Society · 2020Article
- Mild and Practical Indole C2 Allylation by Allylboration of in situ Generated 3-Chloroindolenines.European journal of organic chemistry · 2019Article
- A Regio- and Stereodivergent Synthesis of Homoallylic Amines by a One-Pot Cooperative-Catalysis-Based Allylic Alkylation/Hofmann Rearrangement Strategy.Angewandte Chemie (International ed. in English) · 2019Review
- Copper-catalyzed synthesis of allenylboronic acids. Access to sterically encumbered homopropargylic alcohols and amines by propargylboration.Chemical science · 2018Article
- Asymmetric Traceless Petasis Borono-Mannich Reactions of Enals: Reductive Transposition of Allylic Diazenes.Angewandte Chemie (International ed. in English) · 2017Article
- Enantioselective Construction of Acyclic Quaternary Carbon Stereocenters: Palladium-Catalyzed Decarboxylative Allylic Alkylation of Fully Substituted Amide Enolates.Journal of the American Chemical Society · 2017Article
- Asymmetric Petasis Borono-Mannich Allylation Reactions Catalyzed by Chiral Biphenols.Angewandte Chemie (International ed. in English) · 2017Article
- Catalytic Asymmetric Allylboration of Indoles and Dihydroisoquinolines with Allylboronic Acids: Stereodivergent Synthesis of up to Three Contiguous Stereocenters.Angewandte Chemie (International ed. in English) · 2016Article
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5 authors.
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Abstract
The catalytic asymmetric allylboration of cyclic imines with γ,γ-disubstituted allylboronic acids provides products with adjacent stereocenters in high yield and stereoselectivity. Various electrophiles, including 3,4-dihydroisoquinolines and indoles, were prenylated in a fully stereodivergent fashion by switching the E/Z geometry of the allylboronate and/or the enantiomer of the BINOL catalyst. 3-Methylindole provided products with three adjacent stereocenters with high stereoselectivity in one synthetic operation.
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