title: Acid-catalyzed Grob fragmentation reactions of acetonides derived from terpenes.
abstract: [reaction: see text] Acetonides derived from different terpenes undergo Grob fragmentation by treatment with a catalytic amount of acid, triflic acid, or boron trifluoride, giving aldehydes containing a cyclopropane or cyclobutane ring with good yields and complete diastereoselectivity. The structure and the stereochemistry of the starting acetonide have a crucial influence on the reaction course.
authors.affiliation: Instituto Universitario de Química Organometálica "Enrique Moles", Unidad Asociada al C.S.I.C. Julián Clavería, 8, Universidad de Oviedo, 33006-Oviedo, Spain. barluenga@sauron.quimica.uniovi.es
authors.forename: José
authors.initials: J
authors.lastname: Barluenga
authors.forename: Mónica
authors.initials: M
authors.lastname: Alvarez-Pérez
authors.forename: Kirsten
authors.initials: K
authors.lastname: Wuerth
authors.forename: Félix
authors.initials: F
authors.lastname: Rodríguez
authors.forename: Francisco J
authors.initials: FJ
authors.lastname: Fañanás