L. Jin et al., REACTION OF LITHIUM ALPHA-SULFONYLALKYL F ERRATES - ALKENE FORMATION BY HOMOCOUPLING AND ELIMINATION, Comptes rendus de l'Academie des sciences. Serie II. Mecanique, physique, chimie, astronomie, 319(12), 1994, pp. 1475-1479
The reaction of alkyl sulfones with n-butyllithium, catalysted by Fe(a
cac)3, gives according to the experimental conditions, either the symm
etrical dimeric alkene or another alkene formed by elimination of the
sulfonyl group. Three factors orienting the reaction have been identif
ied. The same alkenes have been obtained in stoichiometric reactions u
sing lithium sulfonylalkyl ferrates. Reaction mechanisms can be propos
ed.