Poly-oxygenated tricyclobutabenzenes via repeated [2+2] cycloaddition of benzyne and ketene silyl acetal

被引：56

作者：

Hamura, T

Ibusuki, Y

Uekusa, H

Matsumoto, T

Suzuki, K ^{[1
]}

机构：

[1] Tokyo Inst Technol, Dept Chem, Tokyo 1528551, Japan

[2] Japan Sci & Technol Agcy, JST, Meguro Ku, Tokyo 1528551, Japan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2006年 / 128卷 / 11期

关键词：

D O I：

10.1021/ja0602647

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Described herein is a synthesis of highly functionalized tricyclobutabenzenes, a class of molecules of structural and theoretical interest. The preparation is based on the repeated [2 + 2] cycloadditions of benzyne and ketene silyl acetals (KSAs), where two types of regioselectivity enable discrimination of the functionalities on the four-membered rings. By these steps, we were able to prepare poly-oxygenated octamethoxytricyclobutabenzene and its hydrolyzed tetra-oxo derivatives. Structural study on the latter compound showed the interesting properties related to the strained four-membered ring. Copyright © 2006 American Chemical Society.

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页码：3534 / 3535

页数：2

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