Ruthenium-Catalyzed Oxidation of Silyl Ethers to Silyl Esters

Authors

Alicia M. Weinhofer
Houston D. Cole
Ben A. Mitchell
Amanda J. Ritz
David B. Vogt
Jacob E. Rabinovitch
Brian C. Goess, Furman UniversityFollow
Sarah K. Goforth

ACS Citation

Weinhofer, A.M.; Cole, H.D.; Mitchell, B.A.; Ritz, A.J; Vogt, D.B; Rabinovitch, J.E; Goess, B.C.; Goforth, S.K. “Ruthenium-Catalyzed Oxidation of Silyl Ethers to Silyl Esters”, Tetrahedron Lett., 2019, 60, 1769–1722.

Version of Record

https://doi.org/10.1016/j.tetlet.2019.05.062

Abstract

Direct oxidation of silyl ethers to silyl esters, using RuO₄ formed in situ, is reported. The reaction was optimized to minimize formation of the corresponding carboxylic acid product whose formation pathway appears to be solvent dependent. The reaction is tolerant of halides, nitriles, nitro groups, esters, epoxides, and ketones.

Source Name

Tetrahedron Letters

Publication Date

7-4-2019

Volume

60

Issue

27

Page(s)

1769-1772

Document Type

Citation

Citation Type

Article