Issue 10, 2011

Environmentally benign metal triflate-catalyzed reductive cleavage of the C–O bond of acetals to ethers

Abstract

A protocol is described for the reductive cleavage of the C–O bond of aromatic and aliphatic acetals to ethers catalyzed by Cu(OTf)2 or Bi(OTf)3 at room temperature in excellent yields, without affecting aromatic rings, nitro, nitrile, ester and hydroxyl groups. This protocol represents an improvement in terms of atom economy compared to the previous methods, by distinctly decreasing the amount of the reducing reagent, 1,1,3,3-tetramethyldisiloxane (TMDS), and using a small amount of catalyst.

Graphical abstract: Environmentally benign metal triflate-catalyzed reductive cleavage of the C–O bond of acetals to ethers

Article information

Article type
Paper
Submitted
01 Jun 2011
Accepted
04 Jul 2011
First published
01 Aug 2011

Green Chem., 2011,13, 2737-2742

Environmentally benign metal triflate-catalyzed reductive cleavage of the C–O bond of acetals to ethers

Y. Zhang, W. Dayoub, G. Chen and M. Lemaire, Green Chem., 2011, 13, 2737 DOI: 10.1039/C1GC15636E

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