Construction of highly enantiopure β,β-diaryl substituted glycine containing two contiguous stereocenters via asymmetric 1,6-conjugate addition
Sign Up to like & getrecommendations! 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
Sign Up to like & getrecommendations! 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
Sign Up to like & getrecommendations! 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
Sign Up to like & getrecommendations! 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
Organocatalytic enantioselective conjugate addition of nitroalkanes to trifluoromethylated 3-methyleneoxindoles
Sign Up to like & getrecommendations! 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.
Sign Up to like & getrecommendations! 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.
Sign Up to like & getrecommendations! 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.
Sign Up to like & getrecommendations! 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.
Sign Up to like & getrecommendations! 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.
Sign Up to like & getrecommendations! 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
Catalytic Conjugate Addition of Electron-Rich Heteroarenes to β,β-Disubstituted Enones.
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DOI: 10.1021/acs.orglett.7b01402
Abstract: Catalytic conjugate additions of heteroarenes to β,β-disubstituted enones are reported. Additions of a range of heteroarene nucleophiles, including furans, indoles, a pyrrole, and a thiophene, to a variety of β,β-disubstituted enones occur to form the… read more here.
Keywords: catalytic conjugate; heteroarenes disubstituted; addition electron; conjugate addition ... See more keywords