ArticleNature communications2021
Collective synthesis of acetylenic pharmaceuticals via enantioselective Nickel/Lewis acid-catalyzed propargylic alkylation.
Article in Nature communications, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed.
- Synergistic Fe/Ni catalysis for electrochemical 1,1-difunctionalization of alkenes.Nature communications · 2026Article
- Enantioselectivity in Transition Metal Catalyzed Propargylic Substitution Reactions: A Theoretical Perspective.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Review
- Nickel-catalyzed divergent sulfonations of propargylic carbonate.Nature communications · 2026Article
- Ni/Cu Dual-Catalyzed Propargylation for the Stereodivergent Synthesis of Methohexital.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Cationic indium catalysis as a powerful tool for generating α-alkyl propargyl cations for SCommunications chemistry · 2023Article
- Photoredox cobalt-catalyzed regio-, diastereo- and enantioselective propargylation of aldehydes via propargyl radicals.Nature communications · 2023Article
- Recent Advances in the Synthesis of Propargyl Derivatives, and Their Application as Synthetic Intermediates and Building Blocks.Molecules (Basel, Switzerland) · 2023Review
- Interplay of diruthenium catalyst in controlling enantioselective propargylic substitution reactions with visible light-generated alkyl radicals.Nature communications · 2023Article
- Nickel-catalyzed switchable 1,3-dienylation and enantioselective allenylation of phosphine oxides.Nature communications · 2022Article
- Effect of Propargylic Substituents on Enantioselectivity and Reactivity in Ruthenium-Catalyzed Propargylic Substitution Reactions: A DFT Study.ACS omega · 2022Article
- Enantioselective and Diastereodivergent Allylation of Propargylic C-H Bonds.Journal of the American Chemical Society · 2022Article
- Doubly stereoconvergent construction of vicinal all-carbon quaternary and tertiary stereocenters by Cu/Mg-catalyzed propargylic substitution.Nature communications · 2022Article
- Ring Opening of Triflates Derived from Benzophospholan-3-one Oxides by Aryl Grignard Reagents as a Route to 2-Ethynylphenyl(diaryl)phosphine Oxides.The Journal of organic chemistry · 2021Article
- Copper-Loaded Layered Bismuth Subcarbonate-Efficient Multifunctional Heterogeneous Catalyst for Concerted C-S/C-N Heterocyclization.ACS applied materials & interfaces · 2021Article
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4 authors.
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Abstract
Chiral acetylenic derivatives are found in many bioactive compounds and are versatile functional groups in organic chemistry. Here, we describe an enantioselective nickel/Lewis acid-catalyzed asymmetric propargylic substitution reaction from simple achiral materials under mild condition. The introduction of a Lewis acid cocatalyst is crucial to the efficiency of the transformation. Notably, we investigate this asymmetric propargylic substitution reaction for the development of a range of structurally diverse natural products. The power of this strategy is highlighted by the collective synthesis of seven biologically active compounds: (-)-Thiohexital, (+)-Thiopental, (+)-Pentobarbital, (-)-AMG 837, (+)-Phenoxanol, (+)-Citralis, and (-)-Citralis Nitrile.
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