title: Selective removal of the 2'- and 3'-O-acyl groups from 2',3',5'-tri-O-acylribonucleoside derivatives with lithium trifluoroethoxide.
abstract: Selective cleavage of O2' and O3' ester groups from ribonucleoside derivatives has been accomplished with Dowex 1 x 2 (CF3CH2O-) in 2,2,2-trifluoroethanol (TFE) or lithium trifluoroethoxide/TFE. Deacylations with Li+ -OCH2CF3/TFE proceed at ambient temperature (or with mild heating) to give the 5'-O-acyl derivatives in superior yields and higher purity than prior approaches for selective O2' and O3' ester deprotection.
authors.affiliation: Department of Chemistry and Biochemistry, Brigham Young University, Provo, Utah 84602-5700, USA.
authors.forename: Ireneusz
authors.initials: I
authors.lastname: Nowak
authors.forename: Carl T
authors.initials: CT
authors.lastname: Jones
authors.forename: Morris J
authors.initials: MJ
authors.lastname: Robins
mesh_terms: D000215:Acylation; D018020:Lithium Compounds / Q000737:chemistry*; D015394:Molecular Structure; D012263:Ribonucleosides / Q000737:chemistry*
chemical_list: C519211:2',3',5'-tri-O-acylribonucleoside; D018020:Lithium Compounds; D012263:Ribonucleosides