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Of allylic compounds

Formation of a Tr-allylpalladium complex 29 takes place by the oxidative addition of allylic compounds, typically allylic esters, to Pd(0). The rr-allylpal-ladium complex is a resonance form of ir-allylpalladium and a coordinated tt-bond. TT-Allylpalladium complex formation involves inversion of stereochemistry, and the attack of the soft carbon nucleophile on the 7r-allylpalladium complex is also inversion, resulting in overall retention of the stereochemistry. On the other hand, the attack of hard carbon nucleophiles is retention, and hence Overall inversion takes place by the reaction of the hard carbon nucleophiles. [Pg.15]

Reactions of Allylic Compounds via 7r-Allylpalladium Complexes Catalyzed by Pd(0)... [Pg.290]

In addition to the catalytic allylation of carbon nucleophiles, several other catalytic transformations of allylic compounds are known as illustrated. Sometimes these reactions are competitive with each other, and the chemo-selectivity depends on reactants and reaction conditions. [Pg.291]

Dienes and allylarcncs can be prepared by the Pd-catalyzcd coupling of allylic compounds with hard carbon nucleophiles derived from alkenyl and aryl compounds of main group metals. Allylic compounds with various leaving groups can be used. Some of them are unreactive with soft nucleophiles, but... [Pg.345]

Allylic metal compounds useful for further transformations can be prepared by Pd-catalyzed reactions of allylic compounds with bimetallic reagents. By this transformation, umpolung of nucleophilic 7r-allylpalladium complexes to electrophilic allylmetal species can be accomplished. Transfer of an allyl moiety from Pd to Sn is a typical umpolung. [Pg.353]

The Pd-catalyzed hydrogenolysis of allylic compounds by various hydrides gives alkenes. From terminal allylic compounds, either 1-alkenes or 2-alkenes are formed depending on the hydride sources [360a]. [Pg.366]

In addition to the preparation of l-alkenes, the hydrogenolysis of allylic compounds with formate is used for the protection and deprotection of carboxylic acids, alcohols, and amines as allyl derivatives (see Section 2.9). [Pg.368]


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See also in sourсe #XX -- [ Pg.92 ]




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Allyl compounds

Allylation and Propargylation of Carbonyl Compounds

Allylation of active methylene compound

Allylation of carbonyl compounds

Allylation of carbonyl compounds mediated

Allylation of carbonyl compounds mediated by indium

Allylation of carbonyl compounds mediated by tin

Allylation of carbonyl compounds mediated by zinc

Allylation of imines and related compounds

Allylation of nitro compounds

Allylation preparation of 1,4-dicarbonyl compounds

Allylation reaction of carbonyl compounds

Allylic compounds

Aluminum, triethylreaction of allylic anions with carbonyl compounds

Aluminum, triethylreaction of allylic anions with carbonyl compounds regioselectivity

Carbonylation of allylic compounds

Catalytic Reactions of Allylic Compounds

Catalytic and Stoichiometric Reactions of Allylic Compounds

Electrophilic substitutions of allyl-metal compounds

Formation of Allylic Metal Compounds

Hydrogenolysis of Allylic Compounds

Intramolecular allylation of carbonyl compounds

Nucleophilic Addition of Allylic Groups from Boron Compounds

Organozinc compounds in Claisen rearrangement of allylic alcohols

Oxidative Addition of Allylic Compounds

Oxotropic isomerizations of allylic compounds

Pd-Catalyzed Allylic C-Alkylation of Nitro Compounds

Polysulfones by the Reaction of Allylic Compounds with Sulfur Dioxide

Reactions of Allylic Compounds

Rearrangement of Allylic Organomagnesium Compounds

Structures of some 7r-organometallic compounds containing allyl groups as ligands

Synthesis of Biologically Active Compounds via Allylic Substitution

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