Articles with "conjugate addition" as a keyword



Reversible Conjugate Addition in Thiol‐Mediated Uptake

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Published in 2025 at "Helvetica Chimica Acta"

DOI: 10.1002/hlca.202500091

Abstract: Dynamic covalent chemistry involving conjugate addition requires reversibility under specific conditions. In classical systems, reversible Michael addition of thiols is achieved using α‐cyano acrylamides. The more recent oxSTEF reagents introduce β,β‐bissulf(ox)ido enones instead to achieve… read more here.

Keywords: thiol mediated; mediated uptake; addition; conjugate addition ... See more keywords

Construction of highly enantiopure β,β-diaryl substituted glycine containing two contiguous stereocenters via asymmetric 1,6-conjugate addition

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Published in 2018 at "Tetrahedron"

DOI: 10.1016/j.tet.2018.05.057

Abstract: Abstract Asymmetric construction of β,β-diaryl substituted glycine bearing two contiguous chiral centers remains a significant challenge. Herein, the application of the para-quinone methides (p-QMs) and Ni(II)- complex of glycine via 1,6-conjugate addition to achieve asymmetric… read more here.

Keywords: two contiguous; highly enantiopure; conjugate addition; substituted glycine ... See more keywords

1,6-Conjugate addition of C-nucleophiles to p-quinone methide surrogate: Synthesis of diarylpropanes

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Published in 2019 at "Tetrahedron"

DOI: 10.1016/j.tet.2018.12.048

Abstract: Abstract 1,6-Conjugate addition of various carbon nucleophiles to p-quinone methide surrogate is reported. The active methylene containing C-nucleophiles such as 1,3-diketones, diesters and ketoesters underwent two consecutive additions leading to bis-addition products, diarylpropanes. Whereas, nitroalkanes… read more here.

Keywords: conjugate addition; nucleophiles quinone; synthesis; addition ... See more keywords

Iron-catalyzed δ-selective conjugate addition of methyl and cyclopropyl Grignard reagents to α,β,γ,δ-unsaturated esters and amides

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Published in 2019 at "Tetrahedron Letters"

DOI: 10.1016/j.tetlet.2018.12.043

Abstract: Abstract Iron-catalyzed δ-selective conjugate addition of methyl and cyclopropyl Grignard reagents to α,β,γ,δ-unsaturated esters and amides took place in good yields to give products exclusively with cis-β,γ-olefinic bond. read more here.

Keywords: iron catalyzed; conjugate addition; methyl cyclopropyl; selective conjugate ... See more keywords

Asymmetric synthesis of α,β-substituted γ-amino acids via conjugate addition

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Published in 2019 at "Tetrahedron Letters"

DOI: 10.1016/j.tetlet.2019.05.060

Abstract: Abstract The first conjugate addition reaction of organocuprates to N-enoyl oxazolidinone where a N-protected γ-nitrogen atom and an α-methyl group are present into α, β-unsaturated system is described. This reaction gave anti-products in moderate yields… read more here.

Keywords: conjugate addition; asymmetric synthesis; amino acids; addition ... See more keywords
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Organocatalytic enantioselective conjugate addition of nitroalkanes to trifluoromethylated 3-methyleneoxindoles

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Published in 2020 at "Tetrahedron Letters"

DOI: 10.1016/j.tetlet.2020.152443

Abstract: Abstract A bifunctional squaramide catalyzed asymmetric conjugate addition of nitroalkanes to trifluoromethylated 3-methyleneoxindoles was developed, and a range of trifluoromethyl containing oxindole derivatives were obtained with generally high yields and enantioselectivities. The nitro functionality and… read more here.

Keywords: trifluoromethylated methyleneoxindoles; addition nitroalkanes; nitroalkanes trifluoromethylated; conjugate addition ... See more keywords

Palladium-Catalyzed Enantioselective β-C(sp3)-H Activation Reactions of Aliphatic Acids: A Retrosynthetic Surrogate for Enolate Alkylation and Conjugate Addition.

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Published in 2022 at "Accounts of chemical research"

DOI: 10.1021/acs.accounts.1c00672

Abstract: ConspectusEnolate alkylation and conjugate addition into an α,β-unsaturated system have served as long-standing strategic disconnections for the installation of α- or β-substituents on carbonyl-containing compounds. At the onset of our efforts to develop C-H activation… read more here.

Keywords: activation; aliphatic acids; alkylation conjugate; conjugate addition ... See more keywords

Reductive Radical Conjugate Addition of Alkyl Electrophiles Catalyzed by a Cobalt/Iridium Photoredox System.

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Published in 2021 at "Organic letters"

DOI: 10.1021/acs.orglett.1c02114

Abstract: Alkyl and aryl halides have been studied extensively as radical precursors; however, mild and less toxic conditions for the activation of alkyl bromides toward alkyl radicals are still desirable. Reported here is a reductive radical… read more here.

Keywords: alkyl; radical conjugate; conjugate addition; reductive radical ... See more keywords

Chiral Phosphoric Acid Catalyzed Desymmetrization of Cyclopentendiones via Friedel-Crafts Conjugate Addition of Indolizines.

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Published in 2021 at "Organic letters"

DOI: 10.1021/acs.orglett.1c03780

Abstract: An organocatalytic highly diastero- and enantioselective Friedel-Crafts conjugate addition of indolizines to prochiral cyclopentenediones has been successfully developed. This desymmetric transformation provides a direct access to the desired indolizine-substituted cyclopentanediones in yields of 62-91% and… read more here.

Keywords: addition indolizines; crafts conjugate; friedel crafts; conjugate addition ... See more keywords

Rhodium-Catalyzed Ring Expansion of Azetidines via Domino Conjugate Addition/N-Directed α-C(sp3)-H Activation.

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Published in 2022 at "Organic letters"

DOI: 10.1021/acs.orglett.2c00056

Abstract: A facile synthetic method for 4-aryl-4,5-dihydropyrrole-3-carboxylates is developed, with a rhodium-catalyzed ring expansion strategy from readily available 2-(azetidin-3-ylidene) acetates and aryl boronic acids. Mechanistic investigations suggest a novel domino "conjugate addition/N-directed α-C(sp3)-H activation" process. The… read more here.

Keywords: domino conjugate; conjugate addition; catalyzed ring; rhodium catalyzed ... See more keywords

Enantioselective Organocatalytic Conjugate Addition in a Tandem Synthesis of δ-Substituted Cyclohexenones and Four-Step Total Synthesis of Penienone.

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Published in 2022 at "Organic letters"

DOI: 10.1021/acs.orglett.2c01976

Abstract: A bisperfluorotoluyl-BINOL catalyzed conjugate addition of trifluoroborate salts to doubly vinylogous esters and aldol condensation synthesized chiral δ-substituted cyclohexenones with high yields and enantioselectivities (10 examples, up to 89% yield, 89-98% ee). Stepwise and single-pot… read more here.

Keywords: conjugate addition; synthesis; four step; substituted cyclohexenones ... See more keywords