Dopaquinone and Related Compounds. The Reaction with Cyclopentadiene
スポンサーリンク
概要
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The trapping of o-quinones produced during the oxidation of 4-substituted catechols(I, R=CH<SUB>3</SUB>, CH<SUB>2</SUB>CH<SUB>2</SUB>CO<SUB>2</SUB>H, CH<SUB>2</SUB>CH<SUB>2</SUB>NH<SUB>3</SUB>Br, CH<SUB>2</SUB>CH(NH<SUB>3</SUB>Cl)CO<SUB>2</SUB>CH<SUB>3</SUB>) in the presence of cyclopentadiene affords adducts, which are changed into 8-substituted 5,6-diacetoxy-1,4-dihydro-1,4-methanonaphthak nes(IV, R=CH<SUB>3</SUB>, CH<SUB>2</SUB>CH<SUB>2</SUB>CO<SUB>2</SUB>H, CH<SUB>2</SUB>CH<SUB>2</SUB>NHCOCH<SUB>3</SUB>, CH<SUB>2</SUB>CH(NHCOCH<SUB>3</SUB>)COCH<SUB>3</SUB>) by treatment with acetic anhydr de-pyridine Dopaquinone (IIe) is trapped with cyclopentadiene, followed by acetylation and methylation with acetic anhydride–pyridine–methanol (13 : 2 : 2) to give the <I>N</I>-acetyl-2-(5,6-diacetoxy-1,4-dihydro-1,4-methanonaph-thyl-8)-L-alanine methyl ester (IVd).
著者
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Omote Yoshimori
Department of Chemistry, Faculty of Science, Tokyo Kyoiku University
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Komatsu Toshihiko
Department of Chemistry, Tokyo Kyoiku University
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Komatsu Toshihiko
Department of Chemistry, University of Tsukuba
関連論文
- Dopaquinone and Related Compounds. The Reaction with Cyclopentadiene
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