T. Kondo et T. Mitsudo, Transition metal complex-catalyzed selective cleavage of carbon-carbon bonds: A beta-carbon elimination reaction, J SYN ORG J, 57(6), 1999, pp. 552-558
The development of efficient methods for the selective cleavage of carbon-c
arbon bonds catalyzed by transition metal complexes is a central and challe
nging subject of modern organic synthesis. Alkene insertion into metal-alky
l bonds has been recognized as a fundamental step in many catalytic reactio
ns. The reverse reaction, i.e., carbon-carbon bond cleavage via beta-carbon
elimination, has recently received growing attention. Since Watson and Roe
reported the first example of beta-methyl elimination of (C5Me5)(2)LuCH2CH
(CH3)(2), several examples of reversible beta-alkyl insertion-elimination a
t both early and late transition metal centers have been reported. Recently
, the reactions which involve catalytic carbon-carbon bond cleavage via bet
a-alkyl elimination are in progress. Here, both stoichiometric and catalyti
c carbon-carbon bond cleavages via beta-alkyl elimination as a key step of
the reaction are summarized from the synthetic, industrial and environmenta
l point of view.