A Tin Hydride Designed To Facilitate Removal of Tin Species from Products of Stannane-Mediated Radical Reactions
Derrick L. J. Clive* and Jian Wang
*Chemistry Department, University of Alberta, Edmonton, Alberta, Canada T6G 2G2, Email: derrick.cliveualberta.ca
D. L. J. Clive, J. Wang, J. Org. Chem., 2002, 67, 1192-1198.
DOI: 10.1021/jo0158534 (free Supporting Information)
see article for more reactions
A stannane, which is simple to prepare, was successfully used in standard radical reactions as replacement of Bu3SnH and Ph3SnH. The tin-containing byproducts are removed by mild hydrolysis and extraction with aqueous NaHCO3. The performance of this new reagent was tested for reactions involving halides, selenides, Barton-McCombie deoxygenation and enyne cyclization.
preparation of stannane
formation of water soluble byproducts