Lipase‐Catalysed Enzymatic Kinetic Resolution of Aromatic Morita‐Baylis‐Hillman Derivatives by Hydrolysis and Transesterification
Sign Up to like & getrecommendations! 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
Potential antioxidant activity of Morita-Baylis-Hillman adducts.
Sign Up to like & getrecommendations! 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
New functionalized scaffolds from hydroxymethylfurfural and glucosyloxymethylfurfural by Morita–Baylis–Hillman reaction with cycloalkenones
Sign Up to like & getrecommendations! 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
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.
Sign Up to like & getrecommendations! 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
Sign Up to like & getrecommendations! 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
Palladium(0)-Catalyzed Intermolecular Asymmetric Allylic Dearomatization of Substituted β-Naphthols with Morita-Baylis-Hillman (MBH) Adducts.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03262
Abstract: Pd-catalyzed intermolecular asymmetric allylic dearomatization of substituted β-naphthol derivatives with Boc-protected Morita-Baylis-Hillman (MBH) adducts was developed. The reaction occurs smoothly in 1,4-dioxane at room temperature in the presence of [Pd(C3H5)Cl]2 (2.5 mol %), (S, Sp)-PHOX… read more here.
Keywords: morita baylis; allylic dearomatization; intermolecular asymmetric; catalyzed intermolecular ... See more keywords
Phosphine-Catalyzed Domino [3 + 3] Cyclization of para-Quinamines with Morita-Baylis-Hillman Carbonates: Access to Hydroquinoline Derivatives.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b00834
Abstract: A phosphine-catalyzed [3 + 3] cyclization strategy between para-quinamines and HCHO Morita-Baylis-Hillman (MBH) carbonates was discovered, delivering a series of highly functionalized hydroquinoline derivatives in moderate to good yields and excellent diastereoselectivity. Moreover, mechanistic insights,… read more here.
Keywords: phosphine catalyzed; morita baylis; baylis hillman; cyclization ... See more keywords
Direct Activation of Unmodified Morita-Baylis-Hillman Alcohols through Phosphine Catalysis for Rapid Construction of Three-Dimensional Heterocyclic Compounds.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b01783
Abstract: The phosphine-catalyzed tandem annulation reaction of Morita-Baylis-Hillman (MBH) alcohols with azomethine imines has been achieved for the synthesis of biologically important (epoxymethano)-pyrazolo[5,1- b]quinazoline derivatives. A variety of MBH alcohols and azomethine imines were well-tolerated under… read more here.
Keywords: morita baylis; heterocyclic compounds; baylis hillman; direct activation ... See more keywords
Weak Coordination-Guided Regioselective Direct Redox-Neutral C4 Allylation of Indoles with Morita-Baylis-Hillman Adducts.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b03823
Abstract: A weak carbonyl coordination-guided regioselective C4 allylation of indoles is demonstrated using the versatile Morita-Baylis-Hillman adduct in the presence of Rh catalysts in a redox-neutral fashion. The substrate scope, functional group diversity, oxidant free character,… read more here.
Keywords: morita baylis; baylis hillman; guided regioselective; coordination guided ... See more keywords
Engineering an efficient and enantioselective enzyme for the Morita–Baylis–Hillman reaction
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DOI: 10.1038/s41557-021-00833-9
Abstract: The combination of computational design and directed evolution could offer a general strategy to create enzymes with new functions. So far, this approach has delivered enzymes for a handful of model reactions. Here we show… read more here.
Keywords: efficient enantioselective; enzyme; morita baylis; baylis hillman ... See more keywords
Phosphine-mediated enantioselective [4 + 1] annulations between ortho-quinone methides and Morita–Baylis–Hillman carbonates
Sign Up to like & getrecommendations! Published in 2018 at "Organic chemistry frontiers"
DOI: 10.1039/c8qo00487k
Abstract: The first example of phosphine catalyzed enantioselective [4 + 1] annulations of ortho-quinone methides and Morita–Baylis–Hillman carbonates is described. In the presence of 1,2-bis[(2R,5R)-2,5-dimethylphospholano]benzene monoxide, Morita–Baylis–Hillman carbonates reacted with ortho-quinone methides smoothly to afford a… read more here.
Keywords: ortho quinone; morita baylis; quinone methides; baylis hillman ... See more keywords