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Efficient Diacetoxylation of Alkenes via Pd(II)/Pd(IV) Process with Peracetic Acid and Acetic Anhydride

Chan Pil Park, Joo Ho Lee, Kyung Soo Yoo and Kyung Woon Jung*

*Loker Hydrocarbon Research Institutute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661, Email: kwjungusc.edu

C. P. Park, J. H. Lee, K. S. Yoo, K. W. Jung, Org. Lett., 2010, 12, 2450-2452.

DOI: 10.1021/ol1001686 (free Supporting Information)


Abstract

A palladium-catalyzed diacetoxylation of alkenes in the presence of peracetic acid and acetic anhydride produces diacetates efficiently and diastereoselectively. Due to its mild conditions, this method is suitable for a broad range of substrates encompassing conjugated and nonconjugated olefins.

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Key Words

1,2-diols, peracetic acid


ID: J54-Y2010-1490