2003
DOI: 10.1016/s0040-4039(03)01358-3
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Highly efficient and versatile acetylation of alcohols catalyzed by cerium(III) triflate

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Cited by 119 publications
(57 citation statements)
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“…Regioselective acetylation is one of the strategies that chemists have tentatively developed, over time, in order to maximize the different reactivity of the primary hydroxyl groups in polyols and carbohydrates to be used as constituents of many biologically active compounds [1][2][3][4]. In the literature, several methods have been developed for the preparation of acetyl derivatives, using zeolites [5], various metal salts such as Mg(ClO 4 ) 2 and Zn(ClO 4 ) 2 .6H 2 O [6,7], and some triflate catalysts or stoichiometric reagents [8,9].…”
Section: Introductionmentioning
confidence: 99%
“…Regioselective acetylation is one of the strategies that chemists have tentatively developed, over time, in order to maximize the different reactivity of the primary hydroxyl groups in polyols and carbohydrates to be used as constituents of many biologically active compounds [1][2][3][4]. In the literature, several methods have been developed for the preparation of acetyl derivatives, using zeolites [5], various metal salts such as Mg(ClO 4 ) 2 and Zn(ClO 4 ) 2 .6H 2 O [6,7], and some triflate catalysts or stoichiometric reagents [8,9].…”
Section: Introductionmentioning
confidence: 99%
“…1 This important transformation is typically performed using acetic anhydride and/or acetyl chloride in the presence of either basic or acidic catalysts. Numerous methodologies are available for this transformation, [2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17] but most of them are homogeneous and the catalysts are non-recoverable. In addition, they have one or more disadvantages, such as prolonged reaction times, low yields, harsh conditions, use of harmful organic solvents, tedious work-up procedures, the requirement for excess reagents or catalysts and the use of explosive, moisturesensitive or expensive catalysts.…”
Section: Introductionmentioning
confidence: 99%
“…The most commonly used reagent combination for this reaction uses acid anhydride in the presence of acid or base catalysts [3]. Various metal salts [4][5][6][7][8][9][10][11][12][13][14][15][16] such as CoCl 2 , TiCl 4 -AgClO 4 , TaCl 5 , TaCl 5 -SiO 2 , Ce(III) triflate, Sn(IV) porphyrine and some metal triflates [17][18][19][20][21] such as Sc (OTf) 3 , MeSiOTf, In(OTf) 3 , Cu(OTf) 2 and Bi(OTf) 3 , bis(cyclopentadienyl) zirconium dichloride [22], I 2 [23], 1,3-dibromo-5,5-dimethylhydentoin or trichloroisocyanuric acid [24] have been investigated to meet the demand for more efficient and selective methods.…”
Section: Introductionmentioning
confidence: 99%