Manganese
Name Reactions
Recent Literature
A generally applicable, sequential reaction of dichloroesters with various
aldehydes is promoted by active manganese to give α,β-unsaturated esters with
complete control of stereoselectivity. The C-C double bond can be di- or
trisubstituted. A mechanism based on a successive aldol-type reaction/-elimination
is proposed.
J. M. Concellón, H. Rodríquez-Solla, P. Díaz, R. Llaona, J. Org. Chem., 2007,
72, 4396-4400.
A complete E-selective synthesis of α,β-unsaturated amides through a
sequential reaction of a range of dichloroamides with a variety of aldehydes is
promoted by Rieke manganese (Mn*). The unsaturated amides obtained are readily
and efficiently transformed into α,β-unsaturated ketones, aldehydes, or
carboxylic acids.
J. M. Concellón, H. Rodríquez-Solla, P. Díaz, J. Org. Chem., 2007,
72, 7974-7979.
Stereoselective β-elimination of diastereomeric mixtures of
2-bromo-3-hydroxyesters is achieved by using unactivated manganese and
trimethylsilyl chloride, to yield (E)-α,β-unsaturated esters with total
diastereoselectivity.
J. M. Concellón, H. Rodríguez-Solla, V. del Amo, Synlett,
2006, 315-317.
