Palladium-catalyzed asymmetric allylic C-H alkylation of 1,4-dienes and glycine Schiff bases
Sign Up to like & getrecommendations! Published in 2020 at "Science China Chemistry"
DOI: 10.1007/s11426-019-9687-1
Abstract: A highly regio- and enantioselective allylic C-H alkylation of 1,4-dienes with glycine Schiff bases has been established by chiral palladium-phosphoramidite catalysis. This reaction can proceed under mild conditions and tolerate a wide scope of 1,4-dienes,… read more here.
Keywords: schiff bases; alkylation dienes; allylic alkylation; dienes glycine ... See more keywords
Computational studies of the mechanism of Pd-Catalyzed Intramolecular Friedel–Crafts allylic alkylation of phenols
Sign Up to like & getrecommendations! Published in 2020 at "Tetrahedron"
DOI: 10.1016/j.tet.2020.131146
Abstract: Abstract We previously reported a synthetic method of spirocyclohexadienones using an Pd-catalyzed intramolecular ipso-Friedel–Crafts allylic alkylation of para-substituted phenol derivatives. However, the mechanism for the step leading to spirocyclization and driving force behind the remarkably… read more here.
Keywords: crafts allylic; friedel; allylic alkylation; friedel crafts ... See more keywords
Palladium(0)-catalyzed rearrangement of allyl enol ethers to form chiral quaternary carbon centers via asymmetric allylic alkylation
Sign Up to like & getrecommendations! Published in 2018 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2018.07.065
Abstract: Abstract Herein we report the first palladium(0)-catalyzed asymmetric allylic alkylation (AAA) of allyl enol ether via π -allylpalladium intermediate using Trost chiral diphosphine. This unprecedented reaction produced very rare α-aryl quaternary aldehydes with multi-functional groups.… read more here.
Keywords: enol ethers; allylic alkylation; asymmetric allylic; palladium catalyzed ... See more keywords
Palladium-Catalyzed Asymmetric Allylic C-H Functionalization: Mechanism, Stereo- and Regioselectivities, and Synthetic Applications.
Sign Up to like & getrecommendations! Published in 2020 at "Accounts of chemical research"
DOI: 10.1021/acs.accounts.0c00477
Abstract: ConspectusAsymmetric functionalization of inert C-H bonds is undoubtedly a synthetically significant yet challenging bond-forming process, allowing for the preparation of densely functionalized molecules from abundantly available feedstocks. In the past decade, our group and others… read more here.
Keywords: functionalization; catalyzed asymmetric; allylic alkylation; asymmetric allylic ... See more keywords
Iridium-Catalyzed Asymmetric Allylic Alkylation of Deconjugated Butyrolactams.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c00697
Abstract: Compared with the ever-growing list of nonprochiral nucleophiles in Ir-catalyzed asymmetric allylic substitution reactions, prochiral nucleophiles are less studied. We present a new prochiral nucleophile, namely, deconjugated butyrolactam, for Ir-catalyzed asymmetric allylic alkylation (AAA). This… read more here.
Keywords: catalyzed asymmetric; allylic alkylation; asymmetric allylic; iridium catalyzed ... See more keywords
Ni-Catalyzed Enantioselective Allylic Alkylation of H-Phosphinates.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c02986
Abstract: The asymmetric synthesis of P-stereogenic phosphinates through allylic alkylation of H-phosphinates has been developed. With H-phosphinates and allylic acetates as the starting materials, a variety of allylic P-chiral phosphinates were accessed in high enantioselectivities of… read more here.
Keywords: alkylation phosphinates; enantioselective allylic; catalyzed enantioselective; allylic alkylation ... See more keywords
Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation of Thietane 1,1-Dioxides.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c04075
Abstract: A palladium-catalyzed decarboxylative asymmetric allylic alkylation of thietane 1,1-dioxides via linear enolate intermediates from racemic starting materials has been developed. This process installs an α-sulfonyl tetrasubstituted stereogenic center with high enantioselectivity. The potential to transform… read more here.
Keywords: decarboxylative asymmetric; catalyzed decarboxylative; alkylation thietane; asymmetric allylic ... See more keywords
Selective Construction of All-Carbon Quaternary Centers via Relay Catalysis of Indole C-H Functionalization/Allylic Alkylation.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c03543
Abstract: Herein, a novel [Rh]2-catalyzed three-component reaction of readily accessible indoles, diazo compounds, and allylic compounds is developed via a relay carbene-induced C-H functionalization and allylic alkylation process, affording diverse C3-substituted indoles bearing all-carbon quaternary centers… read more here.
Keywords: carbon; functionalization allylic; carbon quaternary; via relay ... See more keywords
Catalytic Enantioselective Vinylogous Allylic Alkylation of Coumarins.
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DOI: 10.1021/acs.orglett.7b02421
Abstract: An unprecedented, organocatalytic enantioselective vinylogous γ-allylic alkylation of 4-methylcoumarins has been developed. Using allylic carbonates as the allyl source, this reaction is catalyzed by Lewis basic dimeric Cinchona alkaloid (QD)2PHAL and proceeds exclusively in a… read more here.
Keywords: catalytic enantioselective; vinylogous allylic; alkylation coumarins; allylic alkylation ... See more keywords
Asymmetric Allylic Alkylation of β-Ketoesters via C–N Bond Cleavage of N-Allyl-N-methylaniline Derivatives Catalyzed by a Nickel–Diphosphine System
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DOI: 10.1021/acscatal.0c01356
Abstract: Nickel complexes bearing chiral diphosphine ligands, such as (S)-Tol-MeO-BIPHEP and (S)-H8-BINAP, serve as efficient catalysts for asymmetric allylic alkylation (AAA) of β-ketoesters, using allylic... read more here.
Keywords: allylic alkylation; alkylation ketoesters; asymmetric allylic; via bond ... See more keywords
Asymmetric C-H Dehydrogenative Allylic Alkylation by Ternary Photoredox-Cobalt-Chiral Primary Amine Catalysis under Visible Light.
Sign Up to like & getrecommendations! Published in 2022 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c03299
Abstract: We report herein an asymmetric C-H dehydrogenative allylic alkylation by a synergistic catalytic system involving a chiral primary amine, a photoredox catalyst, and a cobaloxime cocatalyst. The ternary catalytic system enables the coupling of β-ketocarbonyls… read more here.
Keywords: primary amine; allylic alkylation; chiral primary; dehydrogenative allylic ... See more keywords