title: A tin hydride designed to facilitate removal of tin species from products of stannane-mediated radical reactions.
abstract: The stannane 1, which is simple to prepare, behaves like the conventional reagents Bu3SnH and Ph3SnH in standard free radical reactions, but with the special characteristic that the tin-containing byproducts are easily and very largely removed by mild hydrolysis (LiOH-water-THF or TsOH-water-THF), which converts them into base-soluble (aqueous NaHCO3) materials. The performance of stannane 1 was evaluated for a range of radical reactions involving halides, selenides, Barton-McCombie deoxygenation, and enyne cyclization. In several cases the effectiveness of the workup procedure in removing tin species was monitored by 1H NMR.
authors.affiliation: Chemistry Department, University of Alberta, Edmonton, Alberta, Canada T6G 2G2. derrick.clive@ualberta.ca
authors.forename: Derrick L J
authors.initials: DL
authors.lastname: Clive
authors.forename: Jian
authors.initials: J
authors.lastname: Wang