Allylic ester

Type I (fast homodimerization) Terminal olefins, allylsilanes" Terminal olefins, allylsilanes," 1° allylic alcohols, ethers, and esters, " allyl boronate esters, allyl halides, alkyl-substituted allenes Terminal olefms, allyl boronate esters, 1° allylic alcohols, ethers, and esters,styrenes (no large ortho substit.), " " allyl allylsilanes, allyl sulfides, allyl phosphonates, " allyl phosphine oxides, protected allylamines ... 

Decarboxylation-carbonylation fS,y-unsaturated esters. Allylic carbonates undergo decarboxylation-carbonylation in the presence of this palladium catalyst at 50° under 10 atms of CO to give /l,y-un saturated esters in 70-95% yield.1 Example ... 

Palladium-catalyzed methylene transfer from diazomethane has proved effective for the cyclopropanation of 1-alkenylboronic acid esters allylic alcohols and amines 1-oxy-l,3-butadienes and allenes " Readily accessible iron complex (CO)2FeCH2S Me2 BF4 35 undergoes direct reaction with a range of alkenes to give cyclopropanes (equation 67) The salt is sensitive to steric effects and the reaction proceeds... 

Carboxylic acids are protected as their esters such as methyl esters, tert-hutyl esters, allyl esters, benzyl esters, phenacyl esters and alkoxyalkyl esters. The esters are formed by the reaction of carboxylic acid with alcohol, and the reaction is known as esterification. 

Methyl ester t-Butyl ester Allyl ester Benzyl ester... 

SnCLrinduced cyclizations between alkenes and enol acetates result in cycloalkanes or bicycloalkanes in high yield (Eq. 59). It is interesting to note that the MesSiOTf-catalyzed reaction can yield fused rather than bicyelo products. Alkenic carboxylic esters, allylic alcohols, sulfones, and sulfonate esters are also cyclized in the presence of SnCU alkenic oxiranes, however, often cyclize in poor yield [89a]. 

Monomers that copolymerize with thiocarbonyl fluoride include olefins, vinyl halides, vinyl esters, allyl esters, acrylates, vinyl ethers, and vinyltrichloro-silane. Nonconjugated diolefins lead to crosslinked products. Conjugated dienes inhibit polymerization. 

Allylic pyrophosphate esters, Allylic chlorides react with 1 in acetonitrile to provide allylic pyrophosphate esters typically in yields of 60-90% after ion-pair chromatographic purification. 

Synonyms Formic acid 2-Propenyl ester Formic acid Allyl ester Allyl alcohol Formate... 

Attyl and propargyl group transfer. Sulfinic acids or their sodium salts assist Pd(0)-catalyzed deallylation by accepting the allyl group. In addition to allylic esters, allylic sulfoximines can also deliver the allyl group to nucleophiles such as amines. Acrolein acetals react with 1,3-dicarbonyl compounds but the regiochemistry is strongly dependent on reaction temperatures. ... 

AUyl Isothiocyanate. 3-Isothiocyanato-l -propene isothioeyanic acid allyl ester allyl isosulfocyanate volatile oil ol mustard Redskin. C4HsNS mol wt 99.15. C 48.45%, H 5.08%, N 4.I3%, S 32.34%. CH,—CHCH2NCS. Isolated from ft raw ica nigra (L.) Koch, Cruciferae (black mustard seed), or prepd from allyl iodide and potassium thiocyanate Duliere, J. Pharm. Belg. 2, 981 (1920), C.A. 15, 57 H (1921). 

Allyl ester, allyl-type protecting groups. 

Deblocking of allyl esters. Allyl esters are cleaved in 75-85% yield by reaction with lithium dimethyl cuprate. ... 

Acetaldehyde phenethyl propyl acetal Acetic acid, (cyclohexyloxy)-, 2-propenyl ester Allyl phenoxyacetate Amyl benzoate Bicycle [2.2.2]-5-octene-2-carboxylic acid, 1(or 4)-methyl-4(or 1)-(1-methylethyl) methyl ester Bornyl acetate... 

Acetic acid, (cyclohexyloxy)-, 2-propenyl ester Allyl cyclohexyloxyacetate Cyclogalbanate 3/024061 68901-22-4 Aldron 3/010991... 

Scheme 1R.1 Allylic alcohol/allyl sulfenate ester/allyl sulfoxide interconversinns.

---