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Electrophilic substitutions of allyl-metal compounds

There are two main synthetic applications where the reaction of an allyl system with electrophiles is accompanied by an allylic rearrangement. One consists of the use of heteroatom-substituted allylic anions as homoenolate anion equivalents and the other represents a synthetically valuable alternative to the aldol reaction by addition of allyl metal compounds to aldehydes. [Pg.862]

Catalytic reactions of allylic electrophiles with carbon or heteroatom nucleophiles to form the products of formal S 2 or S 2 substitutions (Equation 20.1) are called "catalytic allylic substitution reactions." Tliese reactions have become classic processes catalyzed by transition metal complexes and are often conducted in an asymmetric fashion. The aUylic electrophile is typically an allylic chloride, acetate, carbonate, or other t)q e of ester derived from an allylic alcohol. The nucleophile is most commonly a so-called soft nucleophile, such as the anion of a p-dicarbonyl compound, or it is a heteroatom nucleophile, such as an amine or the anion of an imide. The reactions with carbon nucleophiles are often called allylic alkylations. [Pg.967]


See other pages where Electrophilic substitutions of allyl-metal compounds is mentioned: [Pg.210]    [Pg.211]    [Pg.213]    [Pg.215]    [Pg.217]    [Pg.219]    [Pg.221]    [Pg.223]    [Pg.225]    [Pg.210]    [Pg.211]    [Pg.213]    [Pg.215]    [Pg.217]    [Pg.219]    [Pg.221]    [Pg.223]    [Pg.225]    [Pg.830]    [Pg.830]    [Pg.515]    [Pg.175]    [Pg.999]    [Pg.557]    [Pg.145]    [Pg.313]    [Pg.31]    [Pg.375]    [Pg.39]    [Pg.95]    [Pg.55]    [Pg.265]    [Pg.107]    [Pg.971]    [Pg.200]    [Pg.100]    [Pg.26]    [Pg.334]    [Pg.236]    [Pg.195]    [Pg.236]    [Pg.906]    [Pg.620]    [Pg.182]    [Pg.221]    [Pg.425]    [Pg.5]    [Pg.128]    [Pg.94]   


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1.1- allyl metals

Allyl compounds

Allyl electrophiles

Allyl electrophiles allylation

Allyl metal compounds

Allylation electrophilic

Allylic compounds

Allylic electrophiles, allylations

Allylic metalation

Allylic substitution

Electrophiles allylation

Electrophiles allylic

Electrophiles, metals

Electrophilic metalation

Electrophilic metallation

Metal substituted

Metal substitution

Metal substitutional

Metal-allylic compounds

Metallic substitutions

Of allylic compounds

Substituted Compounds

Substitution compounds

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