Synthesis of Silyl Monoperoxyketals by Regioselective Cobalt-Catalyzed Peroxidation of Silyl Enol Ethers: Application to the Synthesis of 1,2-Dioxolanes
Brisa Hurlocker, Matthew R. Miner and K. A. Woerpel*
*Department of Chemistry, New York University, New York, New York 10003, United States, Email: kwoerpelnyu.edu
B. Hurlocker, M. R. Miner, K. A. Woerpel, Org. Lett., 2014, 16, 4280-4283.
DOI: 10.1021/ol5020015
Abstract
A cobalt-catalyzed peroxidation of silyl enol ethers with molecular oxygen and triethylsilane provides silyl monoperoxyketals in good yield. These compounds serve as precursors to peroxycarbenium ions, which undergo annulations to provide 1,2-dioxolanes.
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Key Words
peroxides, O-heterocycles, oxygen
ID: J54-Y2014