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Synthesis of Cyclic Enones by Allyl-Palladium-Catalyzed ?,?-Dehydrogenation.

ABSTRACT: The use of allyl-palladium catalysis for the one-step ?,?-dehydrogenation of ketones via their zinc enolates is reported. The optimized protocol utilizes commercially available Zn(TMP)2 as base and diethyl allyl phosphate as oxidant. Notably, this transformation operates under salt-free conditions and tolerates a diverse scope of cycloalkanones.

SUBMITTER: Huang D 

PROVIDER: S-EPMC7913890 | biostudies-literature | 2018 Feb

REPOSITORIES: biostudies-literature

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Synthesis of Cyclic Enones by Allyl-Palladium-Catalyzed α,β-Dehydrogenation.

Huang David D   Zhao Yizhou Y   Newhouse Timothy R TR  

Organic letters 20180112 3

The use of allyl-palladium catalysis for the one-step α,β-dehydrogenation of ketones via their zinc enolates is reported. The optimized protocol utilizes commercially available Zn(TMP)<sub>2</sub> as base and diethyl allyl phosphate as oxidant. Notably, this transformation operates under salt-free conditions and tolerates a diverse scope of cycloalkanones. ...[more]

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