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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…
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Keywords:
thiol mediated;
mediated uptake;
addition;
conjugate addition ... See more keywords
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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…
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Keywords:
two contiguous;
highly enantiopure;
conjugate addition;
substituted glycine ... See more keywords
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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…
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Keywords:
conjugate addition;
nucleophiles quinone;
synthesis;
addition ... See more keywords
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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.
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Keywords:
iron catalyzed;
conjugate addition;
methyl cyclopropyl;
selective conjugate ... See more keywords
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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…
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Keywords:
conjugate addition;
asymmetric synthesis;
amino acids;
addition ... See more keywords
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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…
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Keywords:
trifluoromethylated methyleneoxindoles;
addition nitroalkanes;
nitroalkanes trifluoromethylated;
conjugate addition ... See more keywords
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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…
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Keywords:
activation;
aliphatic acids;
alkylation conjugate;
conjugate addition ... See more keywords
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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…
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Keywords:
alkyl;
radical conjugate;
conjugate addition;
reductive radical ... See more keywords
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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…
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Keywords:
addition indolizines;
crafts conjugate;
friedel crafts;
conjugate addition ... See more keywords
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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…
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Keywords:
domino conjugate;
conjugate addition;
catalyzed ring;
rhodium catalyzed ... See more keywords
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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…
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Keywords:
conjugate addition;
synthesis;
four step;
substituted cyclohexenones ... See more keywords