title: Heteroatom nucleophile induced C-C fragmentations to access functionalized allenes.
abstract: The rich structural and reactivity profile of allenes render them versatile synthetic intermediates. However, application of allenes in organic chemistry is often attenuated by inconvenient methods of preparation. Herein we present an operationally simple route to functionalized allenes  from vinyl triflate precursors through a Grob-type fragmentation induced by heteroatom nucleophiles such as water, alcohols, thiols or amines. The fragmentation occurs under mild conditions and is well suited for one-pot or domino processes allowing access to a range of synthetically useful  intermediates.
authors.affiliation: Ecole Polytechnique Fédérale de Lausanne EPFL SB ISIC LCSA BCH 4305 CH-1015 Lausanne, Switzerland.
authors.forename: Tanguy
authors.initials: T
authors.lastname: Saget
authors.forename: Nicolai
authors.initials: N
authors.lastname: Cramer