title: 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.
authors.affiliation: Department of Pharmaceutical Sciences, College of Pharmacy, University of Tennessee Health Science Center, 881 Madison Avenue, Memphis, Tennessee 38163-0001, USA.
authors.forename: Yong
authors.initials: Y
authors.lastname: Wang
authors.forename: Bilal A
authors.initials: BA
authors.lastname: Aleiwi
authors.forename: Qinghui
authors.initials: Q
authors.lastname: Wang
authors.forename: Michio
authors.initials: M
authors.lastname: Kurosu
mesh_terms: D000085:Acetates / Q000737:chemistry*; D000438:Alcohols / Q000737:chemistry*; D004951:Esterification; D015394:Molecular Structure; D010091:Oximes / Q000737:chemistry*; D012997:Solvents; D014867:Water / Q000737:chemistry*
chemical_list: D000085:Acetates; D000438:Alcohols; D010091:Oximes; D012997:Solvents; C548311:ethyl 2-cyano-2-(hydroxyimino)acetate; D014867:Water