Magnesium
Name Reactions
Recent Literature

An operationally simple and very efficient Reformatsky reaction of aldehydes has
been carried out in THF in the presence of low valent iron or copper which were
prepared in situ employing a bimetal redox strategy through reduction of Fe(III)
or Cu(II) salts with magnesium.
A. Chattopadhyay, A. Kr. Dubey, J. Org. Chem., 2007,
72, 9357-9359.

An intermolecular pinacol coupling of aromatic or aliphatic carbonyl
compounds catalyzed by a complex of samarium diiodide (SmI2) with
tetraglyme in the presence of Me2SiCl2 and Mg is
described. High diastereoselectivity has been achieved in reactions with
aliphatic and aromatic aldehydes. De values
of up to 99% have been achieved in intramolecular pinacol coupling reactions.
H. C. Aspinall, N. Greeves, C. Valla, Org. Lett., 2005, 7, 1919-1922.

Rieke Ni generated in situ was able to promote the pinacol coupling of
various carbonyls efficiently. Another catalytically effective, cheaper
and more convenient NiCl2(Cat.)/Mg/TMSCl system was designed
and developed further successfully. Single-electron transfer (SET)
mechanisms for the coupling reactions and the DL/meso
diastereoselectivity were also explained.
L. Shi, C.-A. Fan, Y.-Q. Tu, M. Wang, F.-M. Zhang, Tetrahedron,
2004, 60, 2851-2855.

Magnesium in methanol is an effective reagent for the chemoselective
reduction of ozonides and other peroxides. Mg/MeOH is significantly more
reactive than Me2S or PPh3 and somewhat more
reactive than Zn/HOAc.
P. Dai, P. H. Dussault, T. K. Trullinger, J. Org. Chem., 2004, 69, 2851-2852.

Mercury(II) chloride efficiently activates magnesium metal to induce a
desulfonylative trifluoromethylation process. The new reductive
trifluoromethylation provides an alternative method for efficient
trifluoromethylation of non-enolizable or enolizable aldehydes with readily
available phenyl trifluoromethyl sulfone reagent.
Y. Zhao, J. Zhu, C. Ni, J. Hu, Synthesis, 2010,
1899-1904

An operationally simple cross-coupling reaction between aryl halides and alkyl
halides with high selectivity utilizes CoCl2/Me4-DACH as a
catalyst system. The underlying domino process exhibits high sustainability as
it obviates the need for the pre-formation and handling of stoichiometric
amounts of hazardous Grignard compounds.
W. M. Czaplik, M. Mayer, A. J. von Wangelin, Synlett, 2009,
2931-2934.

A low-valent titanium generated in situ from Ti(O-i-Pr)4,
Me3SiCl, and Mg powder in THF reacted with a broad range of sulfonamides in a reductive bond
cleaving pathway to provide the corresponding amines, hydrocarbons and thiols.
The reagent could also cleave sulfonates to the corresponding alcohols.
N. Shohji, T. Kawaji, S. Okamoto, Org. Lett., 2011,
13, 2626-2629.


