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   Articles with "baylis hillman" as a keyword



Practical Access to Trisubstituted Morita‐Baylis‐Hillman‐Type Products Through Copper‐catalyzed Reductive Aldol Reactions of Alkynones

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recommendations! Published in 2024 at "Asian Journal of Organic Chemistry"

DOI: 10.1002/ajoc.202400422

Abstract: We report a convenient and diastereoselective copper‐catalyzed reductive alkynone aldol addition to aldehydes, with pinacolborane as stoichiometric reductant, that results in the generation of densely functionalized, trisubstituted (Z)‐enone products analogous to Morita‐Baylis‐Hillman adducts. We demonstrate… read more here.

Keywords: aldol; practical access; morita baylis; baylis hillman ... See more keywords

Lipase‐Catalysed Enzymatic Kinetic Resolution of Aromatic Morita‐Baylis‐Hillman Derivatives by Hydrolysis and Transesterification

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recommendations! Published in 2022 at "Chembiochem"

DOI: 10.1002/cbic.202200435

Abstract: Acylated Morita‐Baylis‐Hillman (MBH) adducts were synthesised and subjected to enzymatic kinetic resolution (EKR) by hydrolysis employing various lipase enzymes: from P. fluorescens, P. cepacia (PCL), C. antarctica A (CAL−A), C. antarctica B (CAL−B) and Novozyme… read more here.

Keywords: lipase; morita baylis; baylis hillman; transesterification ... See more keywords

A General Protocol for the Aqueous Morita‐Baylis‐Hillman Reaction between Cyclic Enones and 1,2‐Dicarbonyl Compounds

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recommendations! Published in 2024 at "European Journal of Organic Chemistry"

DOI: 10.1002/ejoc.202400852

Abstract: In this report, we present an extensive methodological study of the aqueous Morita–Baylis–Hillman (MBH) reaction of a range of cycloenones with di‐ and tricarbonyl compounds, such as glyoxal derivatives, aliphatic and aromatic α‐keto esters, 1,2‐diketones,… read more here.

Keywords: reaction; baylis hillman; aqueous morita; morita baylis ... See more keywords

Aqueous/Nonaqueous DBU Mixtures: Versatile Switching Media for Chemoselective Aldol, Baylis-Hillman, and Aldol Condensation Reactions.

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recommendations! Published in 2025 at "ChemistryOpen"

DOI: 10.1002/open.202500040

Abstract: Isophorone is a relatively small molecule with several neighboring reacting sites, making it susceptible to various competing reactions with aldehydes, including aldol, Baylis-Hillman (BH), aldol condensation, and Michael addition reactions. In the present work, we… read more here.

Keywords: aldol baylis; hillman aldol; aldol condensation; condensation ... See more keywords

Potential antioxidant activity of Morita-Baylis-Hillman adducts.

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recommendations! Published in 2018 at "Bioorganic chemistry"

DOI: 10.1016/j.bioorg.2018.03.004

Abstract: The wide variety of potent biological activities of Morita-Baylis-Hillman adducts (MBH) encouraged us to synthesize new series of products belonging to this class of compounds, possessing different functionalities and exhibiting potential antioxidant activity. As part… read more here.

Keywords: antioxidant activity; morita baylis; potential antioxidant; baylis hillman ... See more keywords
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New functionalized scaffolds from hydroxymethylfurfural and glucosyloxymethylfurfural by Morita–Baylis–Hillman reaction with cycloalkenones

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recommendations! Published in 2019 at "Comptes Rendus Chimie"

DOI: 10.1016/j.crci.2019.09.002

Abstract: Abstract New highly functionalized scaffolds, namely 2-(2-furyl)hydroxymethyl-2-cycloalkenones, are reported. The access to these systems is one step using an aqueous Morita–Baylis–Hillman reaction combining hydroxymethylfurfural and glucosyloxymethylfurfural and cycloalkenones for which the reaction conditions (promoter, solvent,… read more here.

Keywords: morita baylis; baylis hillman; hydroxymethylfurfural glucosyloxymethylfurfural; functionalized scaffolds ... See more keywords

Synthesis and cytotoxicity of Baylis-Hillman template derived betulinic acid-triazole conjugates

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recommendations! Published in 2017 at "Tetrahedron"

DOI: 10.1016/j.tet.2016.11.056

Abstract: Abstract Several alkynes and azides were prepared starting from betulinic acid and Baylis-Hillman reaction-derived allylic alcohols. These alkynes and azides were then coupled under click cycloaddition conditions to obtain functionalized betulinic acid-triazole conjugates. Similarly, pyrazinyl-… read more here.

Keywords: acid triazole; baylis hillman; betulinic acid; acid ... See more keywords
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The coupling reaction of α-silylamines with Baylis-Hillman adducts by visible light photoredox catalysis

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recommendations! Published in 2021 at "Tetrahedron Letters"

DOI: 10.1016/j.tetlet.2020.152746

Abstract: Abstract The preparation of N-containing α,β-unsaturated carboxylate derivatives from α-silylamine and Baylis-Hillman adducts under visible light irradiation was reported. The formation of α-aminoalkyl radical is regioselective compared with the previous reports. The reaction was successfully… read more here.

Keywords: adducts visible; baylis hillman; visible light; coupling reaction ... See more keywords

Baylis-Hillman Adducts as a Versatile Module for Constructing Fluorogenic Release System.

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recommendations! Published in 2022 at "Journal of medicinal chemistry"

DOI: 10.1021/acs.jmedchem.1c01940

Abstract: The controlled release of a molecule of interest (MOI) is useful in probe design, prodrug construction, and drug delivery. We report herein a versatile thiol-triggered fluorogenic release system using the Baylis-Hillman (BH) adducts as a… read more here.

Keywords: baylis hillman; fluorogenic release; hillman adducts; release system ... See more keywords

Construction of Hydrodibenzo[b,d]furan Frameworks from Morita-Baylis-Hillman Carbonates of Isatins and o-Hydroxy Enones via Palladium and Brønsted Base Relay Catalysis.

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recommendations! Published in 2021 at "Organic letters"

DOI: 10.1021/acs.orglett.1c03689

Abstract: A cascade assembly between isatin-derived Morita-Baylis-Hillman carbonates and o-hydroxybenzylideneacetones has been developed under the relay catalysis of Pd(PPh3)4 and DBU, affording a spectrum of 1,2,3,4-tetrahydrodibenzo[b,d]furan architectures incorporating a spirooxindole motif in moderate to good yields… read more here.

Keywords: hillman carbonates; relay catalysis; morita baylis; baylis hillman ... See more keywords

Regio- and Stereoselective Electrochemical Alkylation of Morita–Baylis–Hillman Adducts

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recommendations! Published in 2022 at "Organic Letters"

DOI: 10.1021/acs.orglett.2c01529

Abstract: Electrosynthesis is effectively employed in a general regio- and stereoselective alkylation of Morita–Baylis–Hillman compounds. The exposition of N-acyloxyphthalimides (redox-active esters) to galvanostatic electroreductive conditions, following the sacrificial-anode strategy, is proved an efficient and practical method… read more here.

Keywords: morita baylis; regio stereoselective; baylis hillman; alkylation morita ... See more keywords