Isopropanol, 2-Propanol
Name Reactions
Meerwein-Ponndorf-Verley Reduction (MPV)
Recent Literature
Indium Tri(isopropoxide)-Catalyzed Selective Meerwein-Ponndorf-Verley
Reduction of Aliphatic and Aromatic Aldehydes
J. Lee, T. Ryu, S. Park, P. H. Lee, J. Org. Chem., 2012,
77, 4821-4825.
A convenient disproportionation or reduction of aldehydes is promoted by
lithium bromide and triethylamine in a solvent-free environment at room
temperature. Products of Cannizzaro or Tishchenko reactions can be isolated
using different workup methods. In the presence of a hydrogen donor alcohol, a Meerwein-Ponndorf-Verley reaction
takes place.
M. M. Mojtahedi, E. Akbarzadeh, R. Sharifi, M. S. Abaee, Org. Lett., 2007,
9, 2791-2793.
The reduction of ketones and aldehydes with lanthanide metals (La, Ce,
Sm, Yb) and a catalytic amount of iodine (5 mol %) in iPrOH
proceeded smoothly to produce the corresponding alcohols as the major
products in good yield, while in THF, methanol, and ethanol the pinacols
were mainly produced. The yields of alcohols were improved most
effectively by the use of Sm metal.
S.-I. Fukuzawa, N. Nakano, T. Saitoh, Eur. J. Org. Chem., 2004, 2863-2867.
Pincer-aryl ruthenium(II) complexes form active catalysts in the reduction
of ketones by hydrogen transfer in iPrOH using KOH as promoter. At a
KOH/Ru molar ratio of 20/1 only trace amounts of aldol products are formed.
Under these conditions, the σ Ru-C bond is stable and the [Ru(PCP)PPh3]
fragment is preserved.
P. Dani, T. Karlen, R. A. Gossage, S. Gladiali, G. van Koten, Angew. Chem., 2000, 112, 759-761.
An asymmetric α-alkylative reduction of prochiral ketones with primary
alcohols has been disclosed. The reaction is catalyzed by both iridium and
ruthenium complexes and gave optically active alcohols with elongation of
the carbon skeleton with high enantioselectivity.
G. Onodera, Y. Nishibayashi, S. Uemura, Angew. Chem. Int. Ed., 2006,
45, 3819-3822.
Nickel nanoparticles catalyse the reductive amination of aldehydes by transfer
hydrogenation with isopropanol at 76°C.
F. Alonso, P. Riente, M. Yus, Synlett, 2008, 1289-1292.
Enantioselective transfer hydrogenation of 1,1-dimethylallene in the presence of
aldehydes and 2-propanol or primary alcohols without 2-propanol employing a
cyclometalated iridium C,O-benzoate derived from allyl acetate, m-nitrobenzoic
acid, and (S)-SEGPHOS delivers reverse-prenylation products in very good
yields and enantioselectivities.
S. B. Han, I. S. Kim, H. Han, M. J. Krische, J. Am. Chem. Soc., 2009,
131, 6916-6917.
