REFORMATSKY TYPE REACTION WITH NEW ALUMINIUM REAGENTS CONTAINING Al-Sn OR Al-Pb LINKAGE.

Article abstract of DOI:10.1246/bcsj.57.3242

Treatment of alpha -bromo carbonyl compounds with the reagent prepared from n-Bu//3SnLi and Et//2AlCl or from SnCl//2 and Et//2AlCl affords enolates which react with ketone or aldehyde to give beta -hydroxy carbonyl compounds in good to excellent yields. The reactions proceed similarly with the reagents which are generated from R//3PbLi (R equals Ph, n-Bu) and Et//2AlCl. Catalysis by the added Pd(PPh//3)//4 complex promotes the reduction effectively and improves the yields of the desired adducts. The regio- and stereoselectivities are disclosed.