Manganese(3)-based oxidative dual cyclization of cyclic triketones with 1,1-disubstituted alkenes

• 旭, 健太郎

• 西野, 宏

書誌事項

タイトル別名

• Manganese(III)-Based Oxidative Dual Cyclization of Cyclic Triketones with 1,1-Disubstituted Alkenes

抄録

Manganese(III)-based oxidation of a mixture of 3-(2-oxoethyl)piperidine-2,4-diones 5 and 1,1-diarylethenes 6 in acetic acid at reflux temperature gave structurally unique heterocyclic [4.3.3]propellanes 7 in high yields. Whereas a similar reaction using a catalytic amount of manganese(III) acetate at room temperature in air selectively yielded propellane-type endoperoxides 8 in moderate to good yields. The reaction using cyclic triketones 11 also afforded similar results. However, the manganese(III)-based dual cyclization of 2-(3-oxopropyl)-substituted cyclic diketones 15 was suppressed and most of the reaction stopped at the monocyclization stage. The mechanism for the formation of the propellanes and their derivatives was discussed.

収録刊行物

• 熊本大学極低温装置室ユーザー研究報告書 : 熊大極低温

  熊本大学極低温装置室ユーザー研究報告書 : 熊大極低温 17 1-4, 2006-12

  熊本大学

詳細情報

• CRID: 1050282812903678592
• NII論文ID: 110007198280
• NII書誌ID: AA12112448
• HANDLE: 2298/12276
• NDL書誌ID: 9638921
• Web Site: https://kumadai.repo.nii.ac.jp/records/22648
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I9638921
• 本文言語コード: en
• 資料種別: departmental bulletin paper
• データソース種別:
  • IRDB
  • NDL
  • CiNii Articles