4.7 Article

Photocatalytic One-Pot Synthesis of Homoallyl Ketones via a Norrish Type I Reaction of Cyclopentanones

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 80, 期 18, 页码 9365-9369

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b01850

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资金

  1. MEXT
  2. JSPS
  3. Grants-in-Aid for Scientific Research [15H05850, 26248031] Funding Source: KAKEN

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A photocatalytic synthesis of homoallyl ketones was achieved via a one-pot procedure starting from a Norrish Type I reaction of cyclopentanones, followed by a decatungstate-catalyzed hydroacylation of electron-deficient olefins by the resulting 4-pentenals. The site-selective formyl H-abstraction in the second step can be explained by radical polar effects in the transition state.

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