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Reduction of esters to ethers
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TiCl4 mediates a facile and selective room temperature
deoxygenation of both aromatic and aliphatic carboxylic esters to ethers in the
presernce of BH3-NH3. This process is compatible with
various potentially sensitive functional groups. Substituting TiCl4 by BF3-Et2O
alters the reaction pathway, reducing esters to alcohols.
P. V. Ramachandran, A. A. Alawaed, H. J. Hamann, Org. Lett., 2023, 25,
6902-6906.
A novel one-pot procedure for a directly reductive conversion of esters to the
corresponding ethers by Et3SiH in the presence of a catalytic amount
of InBr3 is described. This simple catalytic system appeared to be
remarkably tolerant to several functional groups.
N. Sakai, T. Moriya, T. Konakahara, J. Org. Chem., 2007,
72, 5920-5922.