title: New protecting groups for 1,2-diols (boc- and moc-ethylidene). Cleavage of acetals with bases.
abstract: [reaction: see text] 1,2-Diols react at rt with alkyl propynoates, in the presence of 4-dimethylaminopyridine, to give cyclic acetals which are quite stable to acid-catalyzed hydrolysis or methanolysis. 1,3-Diols and 1, 4-diols do not form acetals with alkyl propynoates under the same conditions. Deprotection is accomplished with bases (via elimination and addition/elimination steps).
authors.affiliation: Departament de Química Orgànica, Facultat de Química, Universitat de Barcelona, 08028 Barcelona, Catalonia, Spain, EU.
authors.forename: X
authors.initials: X
authors.lastname: Ariza
authors.forename: A M
authors.initials: AM
authors.lastname: Costa
authors.forename: M
authors.initials: M
authors.lastname: Faja
authors.forename: O
authors.initials: O
authors.lastname: Pineda
authors.forename: J
authors.initials: J
authors.lastname: Vilarrasa