4.8 Article

Manganese(I)-Catalyzed α-Alkenylation of Ketones Using Primary Alcohols

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ORGANIC LETTERS
卷 21, 期 10, 页码 3842-3847

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AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01327

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  1. SERB New Delhi [EMR/2016/002517]
  2. DAE
  3. NISER
  4. CSIR

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A simple protocol of manganese catalyzed selective alpha-alkenylation of ketones using primary alcohols is reported. The reactions proceeded well with a low loading of catalyst (0.3 mol %). The overall transformation operates through O-H bond activation of primary alcohols via dearomatization-aromatization metal ligand cooperation in the catalyst to provide the corresponding aldehydes, which further undergo condensation with methylene ketones to deliver alpha,beta-unsaturated ketones. This selective alpha-alkenylation proceeds with the release of water and liberation of molecular hydrogen.

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