ArticleAngewandte Chemie (International ed. in English)2020
BIMP-Catalyzed 1,3-Prototropic Shift for the Highly Enantioselective Synthesis of Conjugated Cyclohexenones.
Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.
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11 citing papers in PubMed.
- Implementing modular design principles for molecular homogeneous catalyst discovery.Catalysis science & technology · 2026Review
- Data-Driven Predictions of Diastereoselectivity in Crystallization-Induced Diastereomer Transformations.Organic letters · 2026Article
- Catalytic Enantioselective Dearomatizing [2,3]-Wittig Rearrangements Allow Divergent [2,3]-, [1,2]-, and Sommelet-Hauser-Type Products.Journal of the American Chemical Society · 2026Article
- Article
- Stereospecific positional alkene isomerization enables bidirectional central-to-axial chirality transfer.Nature communications · 2025Article
- Stereospecific Synthesis of Cyclohexenone Acids by [3,3]-Sigmatropic Rearrangement Route.The Journal of organic chemistry · 2023Article
- Bifunctional Iminophosphorane-Catalyzed Enantioselective Sulfa-Michael Addition to Unactivated α,β-Unsaturated Amides.Journal of the American Chemical Society · 2022Article
- Extended Enolates: Versatile Intermediates for Asymmetric C-H Functionalization via Noncovalent Catalysis.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Review
- A bifunctional iminophosphorane squaramide catalyzed enantioselective synthesis of hydroquinazolinesChemical science · 2021Article
- BIMP-Catalyzed 1,3-Prototropic Shift for the Highly Enantioselective Synthesis of Conjugated Cyclohexenones.Angewandte Chemie (International ed. in English) · 2020Article
- Asymmetric allylic substitution-isomerization to axially chiral enamidesChemical science · 2020Article
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7 authors.
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Abstract
A bifunctional iminophosphorane (BIMP)-catalysed enantioselective synthesis of α,β-unsaturated cyclohexenones through a facially selective 1,3-prototropic shift of β,γ-unsaturated prochiral isomers, under mild reaction conditions and in short reaction times, on a range of structurally diverse substrates, is reported. α,β-Unsaturated cyclohexenone products primed for downstream derivatisation were obtained in high yields (up to 99 %) and consistently high enantioselectivity (up to 99 % ee). Computational studies into the reaction mechanism and origins of enantioselectivity, including multivariate linear regression of TS energy, were carried out and the obtained data were found to be in good agreement with experimental findings.
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