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Ruthenium-Catalyzed Oxidation of Allyl Alcohols with Intermolecular Hydrogen Transfer: Synthesis of α,β-Unsaturated Carbonyl Compounds

Kai Ren, Bei Hu, Mengmeng Zhao, Yahui Tu, Xiaomin Xie and Zhaoguo Zhang*

*School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, P. R. China, Email: zhaoguosjtu.edu.cn

K. Ren, B. Hu, M. Zhao, Y. Tu, X. Xie, Z. Zhang, J. Org. Chem., 2014, 79, 2170-2177.

DOI: 10.1021/jo500042h


Abstract

Ruthenium-catalyzed oxidation of multisubstituted allyl alcohols in the presence of benzaldehyde gives enals or enones in good yields via an intramolecular hydrogen transfer. This reaction offers an efficient, mild, and high-yielding access to substituted α,β-unsaturated compounds.

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Key Words

enones, benzaldehyde


ID: J42-Y2014