text: The sulfonyl functional group (RS(O)R') has become an important electron-withdrawing group for modern organic chemistry. α-Sulfonyl carbanions may be used as nucleophiles in alkylation reactions, Michael-type additions, and other processes.  After having served their synthetic purpose, sulfonyl groups are often removed. In the presence of certain reducing agents, one of the sulfur-carbon bonds of the sulfonyl group is cleaved, leading to sulfur-free organic products. Depending on the nature of the substrate and reaction conditions, alkyl sulfones afford either the corresponding alkanes or olefins (the Julia olefination). Reductive desulfonylation is typically accomplished with active metals or salts (sodium amalgam, aluminium amalgam, magnesium, samarium(II) iodide), tin hydrides (tributyltin hydride), or transition metal complexes with reducing agents or nucleophiles (PdCl(dppp)/LiHBEt, Pd(PPh)/LiHBEt, Pd(PPh)/NaHC(COEt)). Alkyl, alkenyl, and allylic sulfones may be reduced using one or more of these methods.