Catalyst-Controlled Wacker-Type Oxidation: Facile Access to Functionalized Aldehydes
Zachary K. Wickens, Kacper Skakuj, Bill Morandi and Robert H. Grubbs*
*Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, United States, Email: rhgcaltech.edu
Z. K. Wickens, K. Skakuj, B. Morandi, R. H. Grubbs, J. Am. Chem. Soc., 2014, 136, 890-893.
DOI: 10.1021/ja411749k (free Supporting Information)
An aldehyde-selective oxidation of alkenes bearing diverse oxygen groups in the allylic and homoallylic position was accomplished with a nitrite-modified Wacker oxidation. Readily available oxygenated alkenes were selectively oxidized to aldehydes in good yield.
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P. Teo, Z. K. Wickens, G. Dong, R. H. Grubbs, Org. Lett., 2012, 14, 3237-3239.