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

David Huang | Zendy; Yizhou Zhao | Zendy; Timothy R. Newhouse | Zendy

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

Author(s) -

David Huang,

Yizhou Zhao,

Timothy R. Newhouse

Publication year - 2018

Publication title -

organic letters

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.94

H-Index - 239

eISSN - 1523-7060

pISSN - 1523-7052

DOI - 10.1021/acs.orglett.7b03818

Subject(s) - dehydrogenation , chemistry , palladium , catalysis , salt (chemistry) , zinc , base (topology) , combinatorial chemistry , transformation (genetics) , organic chemistry , mathematical analysis , biochemistry , mathematics , gene

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) 2 as base and diethyl allyl phosphate as oxidant. Notably, this transformation operates under salt-free conditions and tolerates a diverse scope of cycloalkanones.

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