Diels-Alder reaction of 1,3-butadiene derivatives with 1-methyl-2(1H)quinolones having an electron-withdrawing group at the 4-position

被引：9

作者：

Fujita, R ^{[1
]}

Watanabe, K ^{[1
]}

Yoshisuji, T ^{[1
]}

Hongo, H ^{[1
]}

Matsuzaki, H ^{[1
]}

机构：

[1] Tohoku Pharmaceut Univ, Aoba Ku, Sendai, Miyagi 9818558, Japan

来源：

CHEMICAL & PHARMACEUTICAL BULLETIN | 2001年 / 49卷 / 07期

关键词：

1-methyl-2(1H)-quinolone; phenanthridone; isoprene; butadiene sulfone; electron-withdrawing group; MO calculation;

D O I：

10.1248/cpb.49.900

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Diels-Alder reactions of 1-methyl-2(1H)-quinolones having an electron-withdrawing group at the 4-position with isoprene, butadiene sulfone, and cyclohexadiene were performed to yield functionalized phenanthridones stereoselectively at atmospheric and at high pressure. Regioselectivity and stereochemistry of a methoxycarbonyl group were studied using the semi-empirical and ab initio MO methods, respectively.

引用

页码：900 / 904

页数：5

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