The syn/anti-dichotomy in the palladium-catalyzed addition of nucleophiles to alkenes.

scientific article

The syn/anti-dichotomy in the palladium-catalyzed addition of nucleophiles to alkenes. is …
instance of (P31):
scholarly articleQ13442814
review articleQ7318358

External links are
P356DOI10.1002/CHEM.201404070
P932PMC publication ID4471584
P698PubMed publication ID25378278
P5875ResearchGate publication ID267812079

P50authorJan-Erling BäckvallQ5591769
Pavel KocovskyQ59293807
P2860cites workTotal synthesis of the Cephalotaxus alkaloids. Problem in nucleophilic aromatic substitutionQ66935163
Stereoselective synthesis of tetrahydrofurans via the palladium-catalyzed reaction of aryl bromides with gamma-hydroxy alkenes: evidence for an unusual intramolecular olefin insertion into a Pd(Ar)(OR) intermediateQ75827006
Palladium-catalyzed synthesis of N-aryl pyrrolidines from gamma-(N-Arylamino) alkenes: evidence for chemoselective alkene insertion into Pd--N bondsQ80415674
Advancing palladium-catalyzed C-N bond formation: bisindoline construction from successive amide transfer to internal alkenesQ81559349
Synthesis of diamino carboxylic esters by palladium-catalyzed oxidative intramolecular diamination of acrylatesQ81699018
The nature of [PdCl(2)(C(2)H(4))(H(2)O)] as an active species in the Wacker process: new insights from ab initio molecular dynamics simulationsQ83770775
Stereoselective palladium-catalyzed functionalization of homoallylic alcohols: a convenient synthesis of di- and trisubstituted isoxazolidines and β-amino-δ-hydroxy estersQ83976543
Palladium-catalyzed vicinal difunctionalization of internal alkenes: diastereoselective synthesis of diaminesQ84243412
The Wacker process: inner- or outer-sphere nucleophilic addition? New insights from ab initio molecular dynamicsQ84463729
An asymmetric aerobic aza-Wacker-type cyclization: synthesis of isoindolinones bearing tetrasubstituted carbon stereocentersQ84797185
Synthesis of coumarins via Pd-catalyzed oxidative cyclocarbonylation of 2-vinylphenolsQ85256262
Palladium(II)-catalyzed oxidative cyclization of allylic tosylcarbamates: scope, derivatization, and mechanistic aspectsQ87406226
Experimental and computational study of a direct O2-coupled Wacker oxidation: water dependence in the absence of Cu saltsQ34090459
Characterization of DMSO coordination to palladium(II) in solution and insights into the aerobic oxidation catalyst, Pd(DMSO)2(TFA)2Q36388109
Palladium-catalyzed intermolecular aminoacetoxylation of alkenes and the influence of PhI(OAc)2 on aminopalladation stereoselectivityQ36990406
The mechanism of the Wacker reaction: a tale of two hydroxypalladationsQ37616103
Palladium(II)-catalyzed alkene functionalization via nucleopalladation: stereochemical pathways and enantioselective catalytic applications.Q37856238
Recent Developments in Pd-Catalyzed Alkene Aminoarylation Reactions for the Synthesis of Nitrogen HeterocyclesQ38067700
Reversible alkene insertion into the Pd-N bond of Pd(II)-sulfonamidates and implications for catalytic amidation reactionsQ39224730
Synthesis of substituted tetrahydroindoloisoquinoline derivatives via intramolecular Pd-catalyzed alkene carboamination reactionsQ39284742
Modular synthesis of 1,2-diamine derivatives by palladium-catalyzed aerobic oxidative cyclization of allylic sulfamidesQ41219640
Modular Synthesis of 1,2-Diamine Derivatives via Palladium-Catalyzed Aerobic Oxidative Cyclization of Allylic SulfamidesQ41283834
Reconciling the stereochemical course of nucleopalladation with the development of enantioselective wacker-type cyclizationsQ41352362
Mechanistic studies of Wacker-type amidocyclization of alkenes catalyzed by (IMes)Pd(TFA)2(H2O): kinetic and stereochemical implications of proton transferQ41678382
Palladium-catalyzed synthesis of 2,1'-disubstituted tetrahydrofurans from gamma-hydroxy internal alkenes. Evidence for alkene insertion into a Pd-O bond and stereochemical scrambling via beta-hydride eliminationQ41789477
Synthesis of chromans via Pd-catalyzed alkene carboetherification reactionsQ41819430
Influence of hydroxylamine conformation on stereocontrol in Pd-catalyzed isoxazolidine-forming reactionsQ41874022
Oxidative cyclizations in a nonpolar solvent using molecular oxygen and studies on the stereochemistry of oxypalladationQ42000504
Synthesis of vicinal aminoalcohols by stereoselective aza-Wacker cyclizations: access to (-)-acosamine by redox relayQ42001918
Synthesis of enantiomerically enriched imidazolidin-2-ones through asymmetric palladium-catalyzed alkene carboamination reactionsQ42396991
Asymmetric total synthesis of (+)-merobatzelladine B.Q42404606
Intramolecular Pd-catalyzed carboetherification and carboamination. Influence of catalyst structure on reaction mechanism and product stereochemistryQ42564495
Synthesis of polysubstituted tetrahydrofurans via Pd-catalyzed carboetherification reactionsQ42569180
Stereoselective synthesis of cis-2,5-disubstituted pyrrolidines via Wacker-type aerobic oxidative cyclization of alkenes with tert-butanesulfinamide nucleophilesQ42590989
Intramolecular Pd(II)-catalyzed aerobic oxidative amination of alkenes: synthesis of six-membered N-heterocyclesQ42590996
Mechanistic studies of Wacker-type intramolecular aerobic oxidative amination of alkenes catalyzed by Pd(OAc)2/pyridine.Q42726882
Synthesis of cyclic guanidines via Pd-catalyzed alkene carboaminationQ42829336
Desymmetrization of meso-2,5-diallylpyrrolidinyl ureas through asymmetric palladium-catalyzed carboamination: stereocontrolled synthesis of bicyclic ureasQ42928065
Intermolecular insertion of ethylene and octene into a palladium-amide bond. Spectroscopic evidence for an ethylene amido intermediateQ43090762
Intramolecular alkene aminopalladation reactions of (dppf)Pd(Ar)[N(Ar(1))(CH(2))(3)CH=CH(2)] complexes. insertion of unactivated alkenes into Pd-N bondsQ43096737
Palladium-catalyzed synthesis of tetrahydrofurans from gamma-hydroxy terminal alkenes: scope, limitations, and stereoselectivityQ43108185
Palladium-catalyzed intermolecular aminofluorination of styrenesQ43165610
Acetaldehyde from ethylene--a retrospective on the discovery of the Wacker processQ43260285
Mechanism of N-fluorobenzenesulfonimide promoted diamination and carboamination reactions: divergent reactivity of a Pd(IV) speciesQ43262622
A new pathway for hydroamination. Mechanism of palladium-catalyzed addition of anilines to vinylarenesQ43883573
Deuterium-labeling studies establishing stereochemistry at the oxypalladation step in Wacker-type oxidative cyclization of an o-allylphenolQ44793807
Synthesis of sedamine by tethered cyclofunctionalisationQ45242616
Unraveling the Wacker oxidation mechanismsQ46121656
Palladium(II)-catalyzed intramolecular diamination of unfunctionalized alkenesQ46758604
A highly active palladium catalyst for intermolecular hydroamination. Factors that control reactivity and additions of functionalized anilines to dienes and vinylarenesQ46932336
Highly selective Wacker reaction of styrene derivatives: a green and efficient aerobic oxidative process promoted by benzoquinone/NaNO2/HClO4 under mild conditions.Q50482116
Highly regioselective Pd-catalyzed intermolecular aminoacetoxylation of alkenes and evidence for cis-aminopalladation and S(N)2 C-O bond formation.Q53620588
Katalytische Umsetzungen von Olefinen an Platinmetall-Verbindungen Das Consortium-Verfahren zur Herstellung von AcetaldehydQ56429865
Acetaldehyd aus Ethylen - ein Rückblick auf die Entdeckung des Wacker-VerfahrensQ56657452
Zum Mechanismus der Wacker-Reaktion: zwei Hydroxypalladierungen!Q56657453
The Oxidation of Olefins with Palladium Chloride CatalystsQ56657454
Palladium-Catalyzed Diamination of Unactivated Alkenes UsingN-Fluorobenzenesulfonimide as Source of Electrophilic NitrogenQ57991550
Corner opening of cyclopropanes by mercury(II) and thallium(III) and transmetalation of the intermediate organomercurials. A novel, stereoselective approach to cyclobutanes and cyclopropanesQ58039757
Acid-induced transformation of palladium(0)-benzoquinone complexes to palladium(II) and hydroquinoneQ58039769
Corner attack on cyclopropane by thallium(III) ions. A highly stereospecific cleavage and skeletal rearrangement of 3.alpha.,5-cyclo-5.alpha.-cholestan-6.alpha.-olQ58039813
Structural requirements for the thallium(III)-mediated cyclisation of unsaturated alcohols. A novel fragmentation reaction producing 19-norsteroidsQ58039821
Evidence for (π-allyl)palladium(II)(quinone) complexes in the palladium-catalyzed 1,4-diacetoxylation of conjugated dienesQ58039832
P433issue1
P407language of work or nameEnglishQ1860
P304page(s)36-56
P577publication date2014-11-05
P1433published inChemistry—A European JournalQ898737
P1476titleThe syn/anti-dichotomy in the palladium-catalyzed addition of nucleophiles to alkenes
P478volume21

Reverse relations

cites work (P2860)
Q42064513Asymmetric Palladium-Catalyzed Alkene Carboamination Reactions for the Synthesis of Cyclic Sulfamides
Q37019352Catalytic Enantioselective Functionalization of Unactivated Terminal Alkenes
Q48044234Copper-Catalyzed Intramolecular Oxidative Amination of Unactivated Internal Alkenes.
Q48125257Diastereoselective Synthesis of Highly Substituted Tetrahydrofurans by Pd-Catalyzed Tandem Oxidative Cyclization-Redox Relay Reactions Controlled by Intramolecular Hydrogen Bonding.
Q64948028Enantioselective Markovnikov Addition of Carbamates to Allylic Alcohols for the Construction of α-Secondary and α-Tertiary Amines.
Q92222137Enantioselective N-Alkylation of Indoles via an Intermolecular Aza-Wacker-Type Reaction
Q92020181Energy Decomposition Analyses Reveal the Origins of Catalyst and Nucleophile Effects on Regioselectivity in Nucleopalladation of Alkenes
Q61861912Palladium catalyzed oxidative aminations and oxylations: where are we?
Q47190658Palladium-Catalyzed Enantioselective Desymmetrizing Aza-Wacker Reaction: Development and Application to the Total Synthesis of (-)-Mesembrane and (+)-Crinane.
Q37529675Palladium-Catalyzed Enantioselective Intermolecular Coupling of Phenols and Allylic Alcohols.
Q41077803Palladium-Catalyzed Oxidative Synthesis of α-Acetoxylated Enones from Alkynes
Q87826929Palladium-catalysed anti-Markovnikov selective oxidative amination
Q92932391Programmable meroterpene synthesis
Q50053664Recent Developments in Pd(0)-Catalyzed Alkene Carboheterofunctionalization Reactions
Q48124386Stereocontrolled Synthesis of Amino-Substituted Carbocycles by Pd-Catalyzed Alkene Carboamination Reactions
Q41655515Synthesis of 2,3-Dihydrobenzofurans via the Palladium Catalyzed Carboalkoxylation of 2-Allylphenols
Q90304831Tsuji-Wacker-Type Oxidation beyond Methyl Ketones: Reacting Unprotected Carbohydrate-Based Terminal Olefins through the "Uemura System" to Hemiketals and α,β-Unsaturated Diketones
Q48225570Wacker-Type Oxidation Using an Iron Catalyst and Ambient Air: Application to Late-Stage Oxidation of Complex Molecules

Search more.