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Palladium allylation

Palladium Allyl Cation Complexes with Chiral Ligands [Pg.593]

Rhodium and palladium allyl complexes form from the reaction of a Tl(III)allyl compound with a metal halide  [Pg.61]

The palladium-allylation of ambident aromatic heterocycles is covered by Professor Moreno-Mafias and Dr. Pleixats (Barcelona, Spain) in the second chapter of this volume. The preference for carbon versus oxygen, nitrogen, and sulfur allylation is discussed from the diverse viewpoints of regioselectivity, kinetic versus thermodynamic control, mechanisms, stereochemistry, and synthetic targets in the first general survey of this topic. [Pg.414]

The reactions of CO with palladium allyl complexes have also been investigated. Ris-i -allylpalladium and hu- -crotylpalladium yield the corresponding carboxylic acids after acidification. A lactone, which has been observed in the analogous nickel reaction, could not be discovered [56]. [Pg.174]

Friesen, R. W. Product subclass 2 palladium-allyl complexes. Science of Synthesis 2002, 1,113-264. [Pg.667]

Addition of alkyl organo-zlnc reagents Palladium Allyl Cation Complexes with Chiral Ligands Summary [Pg.568]

HsCjljN-MgBr 30 25 Bis-[2,4-pentandionato]-palladium Allyl-diethyl-amin 96 8 [Pg.736]

In the presence of certain metals, particularly nickel and palladium, allylic and aryl halides serve as convenient sources of [Pg.323]

Esters of allylic alcohols with resin-bound carboxylic acids can be converted into palladium allyl complexes by treatment with palladium(O). These allyl complexes react with carbon [Pg.252]

The INS spectra of the a-allyl compound allyl iodide, CH2=CHCH2l, and the r -allyl compound di-p-chloro-bis(r] -allylpalladium), [ Pd(Ti -C3H5) 2(p-Cl)2] [94] and the INS below 800 cm of nickel and palladium allyl complexes [97] have been reported. The structure of the palladium complex is shown in Fig. 7.24 [98]. The INS spectra are shown in Fig. 7.25. Peak positions and assignments are in Table 7.15. [Pg.332]

Arguably the best, or at least the most versatile, allylic oxidation method is based on Pd [114]. Since the intermediates are palladium-allyl complexes rather than free radicals the number of by-products is limited compared to the preceding examples (Fig. 4.41). Furthermore, a large number of nucleophiles (amines, alcohols, stabilized carbanions, carboxylates or halides) may attack the palladium-allyl complex, giving a wide variety of products. [Pg.161]

Tetrahydro-4-hydroxy-2-vinylfuran (2) can be prepared from 4-acetoxy-5-hexen-l,2-diol (I) with high 1,3-asymmetric induction via nucleophilic displacement on the palladium allyl complex, followed by elimination of a hydride. Thus, treatment of 1 with (dba),Pd2-chloroform and triphenylphosphane at 20 °C for 3 hours gives the tetrahydrofuran in 95 % yield and a 91 9 dia stereomeric ratio, On the basis of mechanistic considerations, the major isomer is assigned trans 1. [Pg.284]

Introduction of a bulky pyridyl ligand again results in a reduced ligating ability of the pyridine functionality [41], which this time could be visualised using the rhodium(I) cod complexes instead of the palladium allyl ones (see Figure 3.5). [Pg.64]

The hydrolytic DKR of allyl esters has been studied as a DKR of esters. The first DKR was accomplished through Pd-catalyzed racemization and enzymatic hydrolysis of allylic acetates in a buffer solution. However, the DKR under these conditions was limited to cyclohexenyl acetates to give symmetrical palladium-allyl intermediates. Among them, 2-phenyl-2-cyclohexenyl acetate 9 was the only substrate to have been resolved with good results (81% yield, 96% ee). [Pg.70]

A wide variety of organoalkynyl derivatives of cotarnine hydrochloride, a cyclic iminium salt with rich biological activity, were prepared from the direct alkynylation of cotarnine hydrochloride using silver(l) alkynyls.180 Substituted enynes were prepared from the coupling reactions of silver alkynyls with the palladium allyl intermediates, which was [Pg.232]

Among the methods available for these reactions, two have gained prominence the use of Claisen-style [3,3]-sigmatropic rearrangements for the selective allylation of enolates and the more general reactions of palladium allyl cation complexes. [Pg.352]

Metal-n-allyl complexes are important in a number of stereoselective catalytic reactions and are therefore attractive for computational chemists (see also Chapter 13, Section 13.2). An empirical force field study based on the MM2 parameterization scheme aimed at predicting stereoselective nickel(0)-catalyzed cycloadditions was recently conducted 56. As in a similar study 57, where a force field for the structure optimization of palladium-allyl systems was developed, dummy atoms were needed to define the structural model. Based on the assumptions required to model a catalytic process, the results obtained have to be interpreted with caution. [Pg.74]

Steric protection can be provided by adamantyl wingtip groups that are introduced by the reaction of the l,r-diaminobiphenyl to the Schiff base (with 2-adamantone) followed by reduction with LiAlH [79,80] (see Figure 5.24). Ring closure with triethyl orthoformate to the corresponding azolium salt proceeds as usual and subsequent reaction with [Pd(allyl)Cl]j in the presence of a suitable auxiliary base (potassium tcrt-butylate) yields the respective palladium allyl complex. The paUadium(II) allyl complex can then be reacted with hydrochloric acid to form the [Pd(NHC)Cy dimer. Subsequent reaction with a silver(I) salt predictably breaks up the dimer under chloride abstraction and anion transfer from silver to palladium. [Pg.299]


See other pages where Palladium allylation is mentioned: [Pg.57]    [Pg.141]    [Pg.207]    [Pg.8]    [Pg.115]    [Pg.116]    [Pg.407]    [Pg.84]    [Pg.635]    [Pg.126]    [Pg.135]    [Pg.135]    [Pg.160]    [Pg.94]    [Pg.28]    [Pg.333]    [Pg.35]    [Pg.4577]    [Pg.70]    [Pg.206]    [Pg.266]    [Pg.397]    [Pg.294]    [Pg.598]    [Pg.83]    [Pg.267]   
See also in sourсe #XX -- [ Pg.516 , Pg.517 , Pg.518 , Pg.519 , Pg.520 , Pg.521 , Pg.522 , Pg.523 ]

See also in sourсe #XX -- [ Pg.69 ]

See also in sourсe #XX -- [ Pg.443 ]




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7T-Allyl palladium

7T-Allyl palladium complex

7r-Allylic palladium halide complexes

Acemoglu and Jonathan M. J. Williams 3 Palladium-Catalyzed Allylation with Allyl Carbonates

Alkenes allylic acetoxylations, palladium acetate

Alkenes allylic activations, palladium chloride

Alkenes allylic alcohols, palladium acetate

Alkenes, allylic reaction with palladium

Alkylation palladium-catalyzed allylic

Alkylation reactions allylic, palladium catalyzed

Allyl Allylamines, palladium-catalyzed

Allyl Complexes of Palladium and Platinum

Allyl Palladium Species from Allylic Compounds

Allyl acetate, 2- cycloaddition palladium catalysis

Allyl acetates palladium catalysis

Allyl acetates palladium-catalyzed

Allyl alcohols palladium complexes

Allyl alcohols via palladium catalysts

Allyl amines palladium reactions

Allyl carbamates palladium catalysis

Allyl carbonates palladium complexes

Allyl carbonates palladium enolates

Allyl carbonates, 2- cycloaddition palladium catalysis

Allyl carbonates, methylcycloaddition palladium catalysis

Allyl chloride palladium catalysis

Allyl complexes of palladium

Allyl enol carbonates palladium-catalyzed

Allyl esters palladium catalysis

Allyl palladium catalysis

Allyl palladium catalysts

Allyl palladium complex Pd

Allyl palladium complexes of l-

Allyl palladium, reaction with

Allyl protecting groups, cleavage, tetrakis palladium

Allyl protecting groups, tetrakis palladium

Allyl transfer palladium -catalyzed

Allyl transposition, palladium-catalyzed

Allyl)palladium(II) Complexes

Allylation T 3-allyl palladium

Allylation and alkylation of imines palladium catalysts

Allylation double palladium-catalyzed

Allylation palladium catalyzed

Allylation palladium complexes

Allylation palladium-catalyzed regioselective

Allylation, stereo- and regioselective, using palladium

Allylation-oxidations of ketones, 1,4-diketone synthesis, palladium

Allylations bis palladium

Allylations palladium-catalyzed

Allylic acetates bis palladium

Allylic alcohols Palladium-catalysed reaction

Allylic alkylation palladium catalysis

Allylic amination, palladium-mediated

Allylic aminations, palladium-catalyze

Allylic carboxyl group palladium catalyzed

Allylic compounds Tetrakis palladium

Allylic displacement reactions palladium catalyzed

Allylic esters palladium®) chloride

Allylic ethers, palladium®) chloride

Allylic groups, transfer palladium-catalyzed

Allylic palladium-catalyzed

Allylic reactions Tetrakis palladium

Allylic rearrangement, palladium catalyse

Allylic silylations, palladium-catalyzed

Allylic substitution of palladium-catalyzed

Allylic substitution reaction palladium-catalyzed

Allylic substitution, palladium-catalyzed

Allylic substitutions palladium catalysis

Allylic substitutions palladium-catalyzed alkylation with

Allyls palladium

Allyls palladium

Aryl-allyl cross-coupling, palladium-catalyzed

Aryl-allyl cross-coupling, palladium-catalyzed allylation

Bis 7r-allyl palladium complex

Chiral palladium complexes ir-allyl ligands

Cleavage allyl groups, tetrakis palladium

Cyclopentadienyl-allyl-palladium

Deprotection by Palladium-Catalyzed Allyl Transfer

Development of 7t-allyl palladium

Diastereoselective Palladium-Catalyzed Allylation Reactions

Electrophiles allylic, activated by palladium

Electrophiles, organometallic palladium allyl complexes

Elimination T 3-allyl palladium

Enantioselective Palladium-Catalyzed Allylation Reactions

Esters palladium-catalyzed allylation

Ethers, allyl palladium catalysis

Formation of jt-Allyl Palladium Complexes

Imine ligands palladium-catalyzed allylation

Intramolecular palladium-catalyzed allylic

Intramolecular palladium-catalyzed allylic alkylations

Ir-allyl complexes of palladium

JT-allyl palladium intermediate

Ji-allyl palladium

Jr-Allylic palladium complex

Jt-Allyl Palladium Reactions

Jt-allyl palladium

Jt-allyl palladium complexes

Jt-allyl palladium complexes, reaction with

Jt-allyl palladium compounds

Ketones allylation-oxidations, 1,4-diketone synthesis, palladium

Mechanism formation of it-allyl palladium

N-allyl palladium

N-allyl palladium chemistry

Natural product synthesis palladium-catalyzed allylation

Nitrogen compounds palladium-catalyzed allylation

Nucleophilic aromatic heterocycles palladium -catalyzed allylation

Nucleophilic aromatic heterocycles, ambident palladium -catalyzed allylation

Organo-palladium allyl complexes

PALLADIUM CATALYSED CROSS-COUPLING REACTIONS 2 Allylic alkylation

Palladium +): n-allyl complexes from

Palladium -catalyzed allylic coupling

Palladium -catalyzed reactions of allylic ester

Palladium : allylation with

Palladium II), h’-allyl

Palladium II), h’-allyl di

Palladium TC allyl-complex

Palladium Tr-allylic complexes

Palladium acetate allylations

Palladium acetate allylic oxidation

Palladium alkynyl-allyl reactions

Palladium allyl complex

Palladium allyl complexes, intramolecular insertions to alkenes

Palladium allyl compounds

Palladium allyl halides

Palladium allyl phosphino-oxazoline

Palladium allylations

Palladium allylic acetoxylation

Palladium allylic acyloxylations

Palladium allylic amination

Palladium allylic oxidation

Palladium allylic substitution

Palladium allylic transposition

Palladium as catalyst for 3-allylation of indoles

Palladium asymmetric allylic substitutions

Palladium asymmetric allylic substitutions, phosphine ligands

Palladium bis allylic oxidation

Palladium bis-/x-allyls

Palladium catalysed allylation

Palladium catalysis allylation

Palladium catalysis allylation, alkynes

Palladium catalysis allylation, of imines

Palladium catalysis allylic

Palladium catalysis allylic alkylations

Palladium catalysis decarboxylative allylation

Palladium catalysis enantioselective allylic alkylation

Palladium catalysts Tsuji allylation

Palladium catalysts allylic alkylation

Palladium catalysts allylic amination

Palladium catalysts allylic arylation

Palladium catalysts allylic cyclization

Palladium catalysts allylic substitution

Palladium catalysts catalyzed asymmetric allylation

Palladium catalyzation of allylic exchange

Palladium catalyzed asymmetric allylic

Palladium catalyzed cyclization of allylic acetates

Palladium catalyzed intermolecular allylic

Palladium catalyzed intermolecular allylic amination

Palladium catalyzed oxidations of allylic compounds

Palladium chloride allylic oxidation

Palladium complexes allyl/enyl

Palladium complexes allyllic reactions

Palladium complexes diene conjugation, allylic intermediates

Palladium complexes ir-allyls

Palladium complexes ji -allylic

Palladium complexes rr-allyl

Palladium complexes tr-allyl ligands

Palladium complexes, of allylic

Palladium complexes, of allylic cationic

Palladium complexes, of allylic ligands

Palladium compounds in allylic oxidation

Palladium diketones and allylic acetates

Palladium enolates allylation

Palladium for allylic oxidation

Palladium in allylic aminations

Palladium in allylic substitutions

Palladium it-allyl complexes

Palladium oxidative addition to alkenyl and allyl

Palladium rc-allyl complex

Palladium retro-allylation

Palladium salts oxidative addition to allyl acetate

Palladium zr-allylic complexes

Palladium, 6-7, 83, and Allylic substitution reaction

Palladium, addition of allyl

Palladium, addition of allyl compounds

Palladium, allylic alkylation

Palladium, dichloro desulfurizations allyl sulfones

Palladium, i)3-allyl cycloaddition reactions

Palladium, jt-allyl complexes of, use

Palladium, jt-allyl complexes of, use allylations and alkylations with

Palladium, jt-allyl complexes of, use groups

Palladium, tetrakis catalyst allyl sulfones

Palladium-Catalysed Allylic Alkylation

Palladium-Catalyzed Allylic C-H Alkylation

Palladium-Catalyzed Hydrogenolysis of Allyl and Related Derivatives

Palladium-Catalyzed Substitution Reactions of Allylic, Propargylic, and Related Electrophiles with Heteroatom Nucleophiles

Palladium-allyl complexes nucleophilic attacks

Palladium-allyl complexes stoichiometric attack

Palladium-catalysed reactions allylic compounds

Palladium-catalyzed Allylic Oxidations

Palladium-catalyzed allylation Subject

Palladium-catalyzed allylation and related reactions of enolates

Palladium-catalyzed allylation of malonates

Palladium-catalyzed allylic substitution enantioselective

Palladium-catalyzed allylic substitution mechanism

Palladium-catalyzed allylic substitution nucleophiles

Palladium-catalyzed allylic substitution reactions of carbon

Palladium-catalyzed allylic substitution reactions of heteroatom

Palladium-catalyzed allylic substitution regioselectivity

Palladium-catalyzed allylic substitution substrates

Palladium-catalyzed asymmetric allylic alkylations

Palladium-catalyzed coupling, alkenes to allylic acetates

Palladium-catalyzed reactions allylations

Palladium-catalyzed reactions allylic silylations

Palladium-catalyzed, allylic amination

Palladium-ene reactions allylation

Palladium-enzymatic DKR allylic acetates

Palladium®) complexes 7r-allyl ligands

Phosphonium ylides, allylic tributylsynthesis via palladium catalysis

R)3-Allyl palladium

Rc-Allyl palladium

Reactions of jt-Allyl Palladium Complexes

Spirocyclic palladium allyl complex

Synthesis Using Palladium Allyl Chemistry

T)3-Allyl palladium

Tin compounds palladium-catalyzed allylation

Tr-Allyl palladium complex

Tr-allyl complexes of palladium

Tt-allyl palladium, and allylic

Tt-allyl palladium, and allylic esters

Tt-allyl-palladium complex

Yasushi Tsuji 4 Palladium-Catalyzed Reactions of Allyl and Related erivatives with Organoelectrophiles

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