Articles with "enantioselective addition" as a keyword



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Design of a Chiral Ionic Liquid System for the Enantioselective Addition of Diethylzinc to Aldehydes

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Published in 2017 at "European Journal of Organic Chemistry"

DOI: 10.1002/ejoc.201701426

Abstract: An important contribution to the field of asymmetric catalysis is described in this work, as it merges the search for new ligands that can provide high performance in asymmetric catalysis with the extremely important and… read more here.

Keywords: system; enantioselective addition; design chiral; chiral ionic ... See more keywords
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Enantioselective Addition of Allyltrichlorosilane to Bulky-substituted Aldehydes Catalyzed by Axial N,N′-Dioxide Pivalate

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Published in 2019 at "Chemical Research in Chinese Universities"

DOI: 10.1007/s40242-019-9046-0

Abstract: Allylation of bulky-substituted aromatic aldehydes with allyltrichlorosilanes were catalyzed by axial biscarboline N,N’-dioxide esters with high enantioselectivities up to 92% e.e. for 1-(4-chlorophenyl)-9-methyl-9H-pyrido[3,4-b]indole-3-carbaldehyde and 90% e.e. for 1-(3-methoxyphenyl)-9-methyl-9H-pyrido[3,4-b]indole-3-carbaldehyde, respectively. Total 22 aldehydes were tested with… read more here.

Keywords: addition allyltrichlorosilane; enantioselective addition; bulky substituted; dioxide ... See more keywords
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Zinc-mediated enantioselective addition of terminal 3-en-1-ynes to cyclic trifluoromethyl ketimines

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Published in 2018 at "Journal of Fluorine Chemistry"

DOI: 10.1016/j.jfluchem.2018.01.008

Abstract: Abstract A facile enantioselective addition of terminal 3-en-1-ynes to cyclic N-acyl trifluoromethyl ketimines is reported. In the presence of Zinc/BINOL complexes, a series of enynylated tertiary carbinamines were readily obtained in 90–97% yield with 70–97%… read more here.

Keywords: enantioselective addition; ynes cyclic; trifluoromethyl ketimines; addition terminal ... See more keywords

Enantioselective Addition of Remote Alkyl Radicals to Double Bonds by Photocatalytic Proton-Coupled Electron Transfer (PCET) Deconstruction of Unstrained Cycloalkanols.

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Published in 2022 at "Organic letters"

DOI: 10.1021/acs.orglett.2c00662

Abstract: Herein, we report the enantioselective addition of remote alkyl radicals, generated from the ring opening of unstrained cycloalkanols by a proton-coupled electron transfer (PCET) process, to 2-acyl imidazoles previously coordinated to a rhodium-based chiral Lewis… read more here.

Keywords: alkyl radicals; addition remote; remote alkyl; enantioselective addition ... See more keywords
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Enantioselective 1,6-Addition of β-Ketoester Enolates to In Situ Generated para-Quinone Methides Enabled by Cooperative Palladium and Brønsted Acid Catalysis.

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Published in 2023 at "Organic letters"

DOI: 10.1021/acs.orglett.2c04127

Abstract: We report herein an asymmetric cooperative process for the enantioselective 1,6-addition of β-ketoesters to in situ generated para-quinone methides with chiral Pd-aqua complexes as mixed Brønsted acid-base catalysts. Excellent yields, outstanding enantiocontrol, and good diastereoselectivity… read more here.

Keywords: situ generated; generated para; para quinone; quinone methides ... See more keywords
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Organocatalytic Enantioselective Addition of α-Aminoalkyl Radicals to Isoquinolines.

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Published in 2018 at "Organic letters"

DOI: 10.1021/acs.orglett.8b02791

Abstract: With a dual organocatalytic system involving a chiral phosphoric acid and a dicyanopyrazine-derived chromophore (DPZ) photosensitizer and under the irradiation with visible light, an enantioselective Minisci-type addition of α-amino acid-derived redox-active esters (RAEs) to isoquinolines… read more here.

Keywords: addition; organocatalytic enantioselective; enantioselective addition; aminoalkyl radicals ... See more keywords
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Divergent and Scalable Synthesis of α-Hydroxy/Keto-β-amino Acid Analogues by the Catalytic Enantioselective Addition of Glyoxylate Cyanohydrin to Imines

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Published in 2019 at "ACS Catalysis"

DOI: 10.1021/acscatal.9b03394

Abstract: The catalytic enantioselective addition of glyoxylate cyanohydrin to imines to afford α-keto-β-amino acid equivalents is reported. Sterically tuned aminobenzothiadiazine catalysts provided high yields and stereoselectivities (up to 100% yield, 99% ee, >99:1 dr) for both… read more here.

Keywords: catalytic enantioselective; amino; amino acid; enantioselective addition ... See more keywords
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Directing Group Repositioning Strategy Enabled Site- and Enantioselective Addition of Heteroaromatic C-H Bonds to Acyclic Internal Alkenes.

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Published in 2023 at "Journal of the American Chemical Society"

DOI: 10.1021/jacs.3c00095

Abstract: Despite the notable advances achieved in the Murai-type hydroarylations, highly enantioselective catalytic addition of native (hetero)arenes to internal alkenes remains a prominent challenge. Herein, we report a directing group repositioning strategy, which enables the iridium-catalyzed… read more here.

Keywords: addition; repositioning strategy; group repositioning; internal alkenes ... See more keywords
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Linear β-amino alcohol catalyst anchored on functionalized magnetite nanoparticles for enantioselective addition of dialkylzinc to aromatic aldehydes

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Published in 2020 at "RSC Advances"

DOI: 10.1039/d0ra04554c

Abstract: A linear β-amino alcohol ligand, previously found to be a very efficient catalyst for enantioselective addition of dialkylzinc to aromatic aldehydes, has been anchored on differently functionalized superparamagnetic core–shell magnetite–silica nanoparticles (1a and 1b). Its… read more here.

Keywords: addition; amino alcohol; enantioselective addition; addition dialkylzinc ... See more keywords
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Catalytic Enantioselective Addition of Me2Zn to Isatins

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Published in 2017 at "Catalysts"

DOI: 10.3390/catal7120387

Abstract: Chiral α-hydroxyamide L5 derived from (S)-(+)-mandelic acid catalyzes the enantioselective addition of dimethylzinc to isatins affording the corresponding chiral 3-hydroxy-3-methyl-2-oxindoles with good yields and er up to 90:10. Furthermore, several chemical transformations were performed with… read more here.

Keywords: catalytic enantioselective; addition; enantioselective addition; me2zn isatins ... See more keywords