Cycloaddition behavior of unsymmetric cyclopentadienone. Peri- and regio-selectivities

被引：17

作者：

Jikyo, T ^{[1
]}

Eto, M ^{[1
]}

Harano, K ^{[1
]}

机构：

[1] Kumamoto Univ, Fac Pharmaceut Sci, Kumamoto 862, Japan

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1998年 / 20期

关键词：

D O I：

10.1039/a804671i

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An asymmetrically substituted cyclopentadienone, 2-methoxycarbonyl-5-methyl-3,4-diphenylcyclopentadienone 1a, was synthesized and cycloadditions of compound 1 with various unsaturated compounds involving conjugated medium-ring polyenes were investigated. The cycloaddition behavior was analyzed by frontier molecular orbital (FMO) theory, indicating that the reactivity, stereo- and regio-selectivities observed are entirely consistent with the FMO predictions.

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页码：3463 / 3470

页数：8

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