Ester acetylation

In other examples, also involving propargyl carbonates, the parent derivative 86 was first coupled with 87 - obtained by reaction of 5-octyne with the titanium diiso-propoxide - propene complex at -50 °C, providing the titanated vinylallene 88, which on hydrolysis furnished the vinylallenes 89 in good yield [29]. Carbonate 90 in the presence of a Pd° catalyst readily decarboxylated and yielded the allenylpalladium intermediate 91, which could be coupled with various vinyl derivatives to afford the vinylallenes 92. Since X represents a functional group (ester, acetyl), functionalized vinylallenes are available by this route [30]. 

Harwood and co-workers (105) utihzed a phenyloxazine-3-one as a chiral derived template for cycloaddition (Scheme 4.50). An oxazinone template can be formed from phenylglycinol as the template precursor. The diazoamide needed for cycloaddition was generated by addition of diazomalonyl chloride, trimethyl-dioxane-4-one, or succinimidyl diazoacetate, providing the ester, acetyl, or hydrogen R group of the diazoamide 198. After addition of rhodium acetate, A-methylmaleimide was used as the dipolarophile to provide a product that predominantly adds from the less hindered a-face of the template in an endo fashion. The cycloaddition also provided some of the adduct that approaches from the p-face as well. p-Face addition also occurred with complete exo-selectivity. Mono- and disubstituted acetylenic compounds were added as well, providing similar cycloadducts. 

Problem 16.47 In living cells, alcohols are converted to acetate esters (acetylated) by the thiol ester CH,COS—(CoA), acetyl coenzyme A. CoA is an abbreviation for a very complex piece. Illustrate this reaction using glycerol-1-phosphate. 4... 

Diazomethane furnishes the methyl ether which has been degraded to 3-methoxyfuran which, however, is more easily available from 3-iodofuran. 3-Methoxyfuran is cleaved by acid to furan-3(2H)-one. Other 3-furanols with ester, acetyl or benzoyl substituents at the 2-position are also available. They exist in the enolic form but their chemistry has not been investigated (76JCS(P1)1688>. Furan-3(2H)-ones with acetyl or ester substituents at the 4-position are readily available. They exist in the keto form but show some evidence for enolic behaviour and their chemistry is similar to that of enolizable ketones. They enter into cycloaddition with maleic anhydride, are alkylated at the 2-position, condense with aldehydes and ketones and are oxidized by LTA to the 2-acetoxy compounds (74BSF2061). 

Reaction with alcohols gives the corresponding acetate esters. Acetyl chloride will add across unsaturated bonds in the presence of suitable catalysts 10 give halogenated ketunes ... 

S)-hydroxypropyl ether (R,S)-hydroxypropyl ether (S)-naphthylethyl carbamate (R)-naphthylethyl carbamate 3,5-dimethylphenyl carbamate pnrfl-toluoyl ester acetylate acetylate... 

Esters. Acetylation. The most studied of all the chemical modification treatments for wood has been acetylation. The early work was done with acetic anhydride catalyzed with pyridine (25) or zinc chloride (26). In the reaction with acetic anhydride, acetylation occurs, and acetic acid is split out as a by-product ... 

Generally, acetic anhydride is the optimum reagent for the preparation of acetate esters. Acetyl chloride would also react with the carboxylic acid to form a mixed anhydride. 

Norrish reaction of the 2" type is well known for ketones and esters. Acetyl group in radical R has greater degree of freedom than in valency-saturated molecule RH, and this facilitates the formation of intermediate six-member complex, through which Norrish reaction proceeds. 

Acetylating Ester Ester Acetylated Reaction Time, Hours % Yield Ref. ... 

Phenyl acetate (acetic acid phenyl ester, acetyl phenol) [122-79-2]... 

In the electrolysis of cyan-acetic ester the formation of dicyan-succinic ester could not be observed likewise a union of the anions of benzyl-malonic ester, acetyl-malonic ester, and acetyl-dicarboxylic ester did not take place. Electrolysis of acid amides in the... 

Reaction and Purification Conditions and Yield for the Preparation of Fatty Acid Methyl Ester Acetylated Glycoside Ethers According to Method 1... 

Synonyms Acetyl butyl citrate Acetylcitric acid, tributyl ester 2-(Acetylo) )-1,2,3-propanetricarboxylic acid, tributyl ester Acetyl tri-n-butyl citrate ATBC Citric acid, tributyl ester, acetate 1,2,3-Propanetricarboxylic acid, 2-(acetyloxy)-, tributyl ester Tributyl acetyl citrate Tri-n-butyl 0-acetylcitrate Tributyl 0-acetylcitrate Tributyl 2-(acetyloxy)-1,2,3-propanetricarboxylate Tributyl citrate acetate Tri-n-butyl citrate acetate... 

Acetylated lanolin ricinoleate Synonyms Lanolin ricinoleate, acetates Ricinoleic acid, lanolin ester, acetylated Definition Acetyl ester of lanolin ricinoleate Uses Antistat, emollient in cosmetics Acetylated lard glyceride CAS 8029-92-3 EINECS/ELINCS 273-609-4 Synonyms Glycerides, lard mono-, acetates Definition Acetyl ester of lard glyceride Uses Emulsifier lubricant emollient in cosmetics deaerator food emulsifier ... 

Methylacetopyronone. See Dehydroacetic acid Methyl 12-acetoxy-9-octadecenoate Methyl 12-acetoxyoleate. See Methyl acetyl ricinoleate Methyl acetylacetate Methyl acetylacetonate. See Methyl acetoacetate Methyl acetylaminobenzoate CAS 2719-08-6 EINECS/ELINCS 220-318-5 Synonyms 2-(Acetylamino) benzoic acid, methyl ester Acetyl methyl anthranilate Acetyl-N-methyl anthranilate Methyl 2-(acetylamino) benzoate Methyl N-acetylanthranilate Empiricai C10H11NO3... 

Ricinoleic acid, lanolin ester, acetylated. See Acetylated lanolin ricinoleate Ricinoleic acid, methyl ester, acetate. See Methyl acetyl ricinoleate Ricinoleic acid, sodium salt. See Sodium ricinoleate... 

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