Efficient and Highly Aldehyde Selective Wacker Oxidation

Type
Article

Authors
Teo, Peili
Wickens, Zachary K.
Dong, Guangbin
Grubbs, Robert H.

Online Publication Date
2012-06-13

Print Publication Date
2012-07-06

Date
2012-06-13

Abstract
A method for efficient and aldehyde-selective Wacker oxidation of aryl-substituted olefins using PdCl 2(MeCN) 2, 1,4-benzoquinone, and t-BuOH in air is described. Up to a 96% yield of aldehyde can be obtained, and up to 99% selectivity can be achieved with styrene-related substrates. © 2012 American Chemical Society.

Citation
Teo P, Wickens ZK, Dong G, Grubbs RH (2012) Efficient and Highly Aldehyde Selective Wacker Oxidation. Organic Letters 14: 3237–3239. Available: http://dx.doi.org/10.1021/ol301240g.

Acknowledgements
We gratefully acknowledge financial support from King Abdullah University of Science and Technology Centre in Development, King Fahd University of Petroleum and Minerals, and the NSF. G.D. thanks the Camille and Henry Dreyfus Foundation for a postdoctoral fellowship.

Publisher
American Chemical Society (ACS)

Journal
Organic Letters

DOI
10.1021/ol301240g

PubMed ID
22694293

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