Catalytic Decarboxylative Asymmetric Allylic Alkylation for the Synthesis of Axially Chiral Biaryls
Sign Up to like & getrecommendations! Published in 2024 at "Asian Journal of Organic Chemistry"
DOI: 10.1002/ajoc.202300606
Abstract: Herein, we report a palladium‐catalyzed atroposelective decarboxylative asymmetric allylic alkylation. A chiral palladium complex with a phosphoramidite ligand effectively desymmetrizes biaryls containing cinnamyl carbonate with excellent enantioselectivities. The addition of a catalytic amount of base accelerates… read more here.
Keywords: allylic alkylation; asymmetric allylic; biaryls; decarboxylative asymmetric ... See more keywords
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
Relay PHOS: Ligands with Fluxional Chirality in Asymmetric Palladium-Catalyzed Allylic Alkylation.
Sign Up to like & getrecommendations! Published in 2024 at "Organic letters"
DOI: 10.1021/acs.orglett.4c02629
Abstract: A modular route toward the synthesis of P,N ligands containing a fluxional group along the pyrazoline ring core is described. The racemic ligands were accessed in three steps from commercially available fluoroacetophenone in overall yields… read more here.
Keywords: allylic alkylation; catalyzed allylic; palladium catalyzed; alkylation ... See more keywords
Synthesis of Optically Active Spirocycles by a Sequence of Decarboxylative Asymmetric Allylic Alkylation and Heck Reaction
Sign Up to like & getrecommendations! Published in 2024 at "Organic Letters"
DOI: 10.1021/acs.orglett.4c04079
Abstract: Optically active spirocycles were prepared in a sequence of two palladium-catalyzed reactions. In the first step, racemic α-(ortho-iodophenyl)-β-oxo allyl esters were submitted to the palladium-catalyzed decarboxylative asymmetric allylic alkylation reaction, furnishing the α-allylated products with… read more here.
Keywords: reaction; allylic alkylation; asymmetric allylic; active spirocycles ... See more keywords