Successive Michael Reaction-Sigmatropic Rearrangement of Polyquinones with Silyl Ketene Acetals

Mariko Aso, Kenji Hayakawa, Ken Kanematsu

研究成果: ジャーナルへの寄稿記事

17 引用 (Scopus)

抄録

Michael-type additions of polyquinones such as quinizarinquinone (1) and naphthodiquinone (2) with various O-silylated ketene acetals followed by successive sigmatropic rearrangements of the adducts are described. The Michael-type additions of the O-silylated ketene acetals with the highly electrophilic polyquinones took place exclusively at the internal double bond without any catalysts. Some of the resultant adducts performed interesting rearrangements under thermal or Lewis acid conditions to give external adducts that are obtained formally by the addition to polyquinones at the less reactive external double bond.

元の言語英語
ページ(範囲)5597-5603
ページ数7
ジャーナルJournal of Organic Chemistry
54
発行部数23
DOI
出版物ステータス出版済み - 11 1 1989

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Acetals
Lewis Acids
Catalysts
ketene
Hot Temperature

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

これを引用

Successive Michael Reaction-Sigmatropic Rearrangement of Polyquinones with Silyl Ketene Acetals. / Aso, Mariko; Hayakawa, Kenji; Kanematsu, Ken.

:: Journal of Organic Chemistry, 巻 54, 番号 23, 01.11.1989, p. 5597-5603.

研究成果: ジャーナルへの寄稿記事

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