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Alkene Oxyalkylation Enabled by Merging Rhenium Catalysis with Hypervalent Iodine(III) Reagents via Decarboxylation

Yin Wang, Lei Zhang, Yunhui Yang, Ping Zhang, Zhenting Du and Congyang Wang*

*Beijing National Laboratory of Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China, Email: wangcyiccas.ac.cn

Y. Wang, L. Zhang, Y. Yang, P. Zhang, Z. Du, C. Wang, J. Am. Chem. Soc., 2013, 135, 18048-18051.

DOI: 10.1021/ja410195j (free Supporting Information)



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Abstract

In a rhenium-catalyzed oxyalkylation of alkenes, hypervalent iodine(III) reagents derived from widely occurring aliphatic carboxylic acids were not only an oxygenation source but also an alkylation source via decarboxylation. The reaction offers a wide substrate scope, totally regiospecific difunctionalization, mild reaction conditions, and ready availability of both substrates.

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Key Words

PIDA, oxygenation, alkylation


ID: J48-Y2013