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Selective esterifications of primary alcohols in a water-containing solvent.

ABSTRACT: Oxyma and an oxyma derivative, (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-cyano-2-(hydroxyimino)acetate (5b), displayed a remarkable effect on selective esterifications of primary alcohols. A wide range of carboxylic acids could be esterified with primary alcohols by using EDCI, NaHCO(3), and Oxyma or Oxyma derivative 5b in 5% H(2)O-CH(3)CN. Oxyma derivative 5b is particularly useful, since it could be removed after the reaction via a simple basic or an acidic aqueous workup procedure.

SUBMITTER: Wang Y

PROVIDER: S-EPMC3563398 | biostudies-literature | 2012 Sep

REPOSITORIES: biostudies-literature

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Selective esterifications of primary alcohols in a water-containing solvent.

Wang Yong Y Aleiwi Bilal A BA Wang Qinghui Q Kurosu Michio M

Organic letters 20120831 18

Oxyma and an oxyma derivative, (2,2-dimethyl-1,3-dioxolan-4-yl)methyl 2-cyano-2-(hydroxyimino)acetate (5b), displayed a remarkable effect on selective esterifications of primary alcohols. A wide range of carboxylic acids could be esterified with primary alcohols by using EDCI, NaHCO(3), and Oxyma or Oxyma derivative 5b in 5% H(2)O-CH(3)CN. Oxyma derivative 5b is particularly useful, since it could be removed after the reaction via a simple basic or an acidic aqueous workup procedure. ...[more]

PMID: 22937741

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