Palladium-Catalyzed Formal Hydroacylation of Allenes Employing Acid Chlorides and Hydrosilanes

Tetsuaki Fujihara, Kenta Tatsumi, Jun Terao and Yasushi Tsuji*

*Department of Energy and Hydrocarbon Chemistry, Graduate School of Engineering, Kyoto University, Kyoto 615-8510, Japan, Email: ytsujiscl.kyoto-u.ac.jp

T. Fujihara, K. Tatsumi, J. Terao, Y. Tsuji, Org. Lett., 2013, 15, 2286-2289.

DOI: 10.1021/ol400862k

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Abstract

A catalyzed formal hydroacylation of allenes with acid chlorides proceeds with commercially available Pd(OAc)₂ as catalyst and HSi(iPr)₃ as reducing reagent to yield the corresponding α,β-unsaturated ketones regio- and stereoselectively.

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Key Words

Enones

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ID: J54-Y2013