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J-GLOBAL ID：200902275162429451   Reference number：03A0309949

Dioxopyrrolines. LXII. Diels-Alder Reaction of 1-Aryl-4- and 5-methoxycarbonyl-1H-pyrrole-2,3-diones with Various 1,3-Dienes

ジオキソピロリン類 LXII 1-アリール-4-および5-メトキシカルボニル-1H-ピロール-2,3-ジオン類と種々の1,3-ジエン類のDiels-Alder反応

Author (7)： MOHRI K (Showa Pharmaceutical Univ., Tokyo, JPN) ,  YOKOYAMA K (Showa Pharmaceutical Univ., Tokyo, JPN) ,  KOMIYA H (Showa Pharmaceutical Univ., Tokyo, JPN) ,  WATANABE Y (Showa Pharmaceutical Univ., Tokyo, JPN) ,  YOSHIDA Y (Showa Pharmaceutical Univ., Tokyo, JPN) ,  ISOBE K (Showa Pharmaceutical Univ., Tokyo, JPN) ,  TSUDA Y (Univ. Karachi, Karachi, PAK)
Material： Chemical and Pharmaceutical Bulletin  (Chemical & Pharmaceutical Bulletin)
Volume： 51  Issue： 5  Page： 502-507  Publication year： May. 01, 2003 
JST Material Number： G0504A  ISSN： 0009-2363  CODEN： CPBTAL  Document type： Article
Article type： 原著論文  Country of issue： Japan (JPN)  Language： ENGLISH (EN)

Thesaurus term： chemical synthesis ,...

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JST classification (2)： Pyrroles  (CF07076L) ,  Cyclization reaction,ring-opening reaction  (CF02050I)

Substance index (32)： 4-Methoxyaniline ,  3-(4-Methoxyphenylamino)acrylic acid methyl ester ,  1-(4-Methoxyphenyl)-4,5-dioxo-2-pyrroline-3-carboxylic acid methyl ester ,  1-(4-Methoxyphenyl)-4,5-dioxo-2-pyrroline-2-carboxylic acid methyl ester ,  (3aR)-1-(4-Methoxyphenyl)-2,3-dioxo-2,3,3a,4,7,7aα-hexahydro-1H-indole-3aα-carboxylic acid methyl ester ,  (3aR)-1-(4-Methoxyphenyl)-2,3-dioxo-5,6-dimethyl-2,3,3a,4,7,7aα-hexahydro-1H-indole-3aα-carboxylic acid methyl ester ,  (3aR)-1-(4-Methoxyphenyl)-2,3-dioxo-4β-methyl-2,3,3a,4,7,7aα-hexahydro-1H-indole-3aα-carboxylic acid methyl ester ,  (3aS)-1-(4-Methoxyphenyl)-2,3-dioxo-4β-methoxy-2,3,3a,4,7,7aα-hexahydro-1H-indole-3aα-carboxylic acid methyl ester ,  (3aR)-1-(4-Methoxyphenyl)-2,3-dioxo-6-methyl-2,3,3a,4,7,7aα-hexahydro-1H-indole-3aα-carboxylic acid methyl ester ,  (3aR)-1-(4-Methoxyphenyl)-2,3-dioxo-5-methyl-2,3,3a,4,7,7aα-hexahydro-1H-indole-3aα-carboxylic acid methyl ester ,  (3aR)-1-(4-Methoxyphenyl)-2,3-dioxo-6-(trimethylsiloxy)-2,3,3a,4,7,7aα-hexahydro-1H-indole-3aα-carboxylic acid methyl ester ,  (3aS)-1-(4-Methoxyphenyl)-2,3-dioxo-4β-acetoxy-6-methyl-2,3,3a,4,7,7aα-hexahydro-1H-indole-3aα-carboxylic acid methyl ester ,  (3aS)-1-(4-Methoxyphenyl)-2,3-dioxo-4β-(trimethylsiloxy)-6-methyl-2,3,3a,4,7,7aα-hexahydro-1H-indole-3aα-carboxylic acid methyl ester ,  (3aR,7aα)-1-(4-Methoxyphenyl)-2,3,6-trioxooctahydro-1H-indole-3aα-carboxylic acid methyl ester ,  (3aS,7aα)-1-(4-Methoxyphenyl)-2,3,6-trioxo-4β-methoxyoctahydro-1H-indole-3aα-carboxylic acid methyl ester ,  Butadiene ,  2,3-Dimethyl-1,3-butadiene ,  1,3-Pentadiene ,  1-Methoxy-1,3-butadiene ,  Isoprene ,  2-Trimethylsilyloxy-1,3-butadiene ,  1-Acetoxy-3-methyl-1,3-butadiene ,  1-(Trimethylsiloxy)-3-methyl-1,3-butadiene ,  3-(Trimethylsiloxy)-1-methoxy-1,3-butadiene ,  (4R)-1-(4-Methoxyphenyl)-2-oxo-3-hydroxy-4α-methyl-2,4,7,7a-tetrahydro-1H-indole-7aα-carboxylic acid methyl ester ,  (7aR)-1-(4-Methoxyphenyl)-2-oxo-3-hydroxy-7-methyl-2,4,7,7a-tetrahydro-1H-indole-7aα-carboxylic acid methyl ester ,  (7aR)-1-(4-Methoxyphenyl)-2-oxo-3-hydroxy-5-methyl-2,4,7,7a-tetrahydro-1H-indole-7aα-carboxylic acid methyl ester ,  (7aR)-1-(4-Methoxyphenyl)-2,3-dioxo-2,3,7,7a-tetrahydro-1H-indole-7a-carboxylic acid methyl ester ,  (3S)-1-(4-Methoxyphenyl)-2-oxo-3β-hydroxy-4α-methyl-2,3,3aα,4,7,7a-hexahydro-1H-indole-7aα-carboxylic acid methyl ester ,  (3S)-1-(4-Methoxyphenyl)-2-oxo-3β-hydroxy-7-methyl-2,3,3aα,4,7,7a-hexahydro-1H-indole-7aα-carboxylic acid methyl ester ,  (3S)-1-(4-Methoxyphenyl)-2-oxo-3β-hydroxy-5-methyl-2,3,3aα,4,7,7a-hexahydro-1H-indole-7aα-carboxylic acid methyl ester ,  (3S,3aα)-1-(4-Methoxyphenyl)-2-oxo-5-methyl-3β,5β-epoxyoctahydro-1H-indole-7aα-carboxylic acid methyl ester

Reference (12)：

• 1) Part LXI: Horiguchi Y., Sano T., Kiuchi Y., Tsuda Y., Chem. Pharm. Bull., 44, 681—689 (1996).
• 2) Tsuda Y., Yakugaku Zasshi, 101, 295—321 (1981).
• 3) Tsuda Y., Sano T., “The Alkaloids,” Vol. 48, ed. by Cordell G. A., Academic Press, London, 1996, pp. 249—337.
• 4) Isobe K., Mohri C., Sano S., Mohri K., Enomoto H., Sano T., Tsuda Y., Chem. Pharm. Bull., 37, 3236—3238 (1989).
• 5) Huisgen R., Herbig K., Siegel A., Huber H., Chem. Ber., 99, 2526—2545 (1966).

Terms in the title (4)： 1H-ピロール ,  ジオン ,  ジエン類 ,  Diels-Alder反応