Categories: C-O Bond Formation > Synthesis of ethers >

Reductive Etherification

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Recent Literature

A heterogeneous platinum catalyst efficiently mediates the reductive etherification of ketones at ambient hydrogen pressure. In this transformation, water is released as the only by-product, and this is trapped with molecular sieves.
L. J. Gooßen, C. Linder, Synlett, 2006, 3489-3491.

Facile reductive etherification of carbonyl compounds can be conveniently performed by reaction with triethylsilane and alkoxytrimethylsilane catalyzed by iron(III) chloride. The corresponding alkyl ethers, including benzyl and allyl ethers, of the reduced alcohols were obtained in good to excellent yields under mild reaction conditions.
K. Iwanami, H. Seo, Y. Tobita, T. Oriyama, Synthesis, 2005, 183-186.

Various silyl ethers were readily and efficiently transformed into the corresponding alkyl ethers in high yields by the use of aldehydes combined with triethylsilane in the presence of a catalytic amount of iron(III) chloride.
K. Iwanami, K. Yano, T. Oriyama, Synthesis, 2005, 2669-2672.

Aromatic aldehydes were easily converted to the corresponding ethers in methanol or ethanol using decaborane at r.t. under nitrogen in high yields.
S. H. Lee, Y. J. Park, C. M. Yoon, Tetrahedron Lett., 1999, 40, 6049-6050.