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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)


Abstract

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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Efficient and Highly Aldehyde Selective Wacker Oxidation

P. Teo, Z. K. Wickens, G. Dong, R. H. Grubbs, Org. Lett., 2012, 14, 3237-3239.


Key Words

Wacker-Oxidation


ID: J48-Y2014