Lewis acid-promoted disproportionation reaction of aromatic vinyl ethers and acetals and its application to the synthesis of paracotoin

被引：9

作者：

Gong, YD ^{[1
]}

Tanaka, H ^{[1
]}

Iwasawa, N ^{[1
]}

Narasaka, K ^{[1
]}

机构：

[1] Univ Tokyo, Grad Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1998年 / 71卷 / 09期

关键词：

D O I：

10.1246/bcsj.71.2181

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Aromatic vinyl ethers and acetals underwent a novel addition-fragmentation reaction affording olefins and esters in the presence of a Lewis acid. This reaction was applied to intramolecular cyclization reaction, giving five or six membered ring compounds in good yields. Paracotoin, an intermediate in the biosynthesis of shikimic acid, was synthesized using this cyclization reaction as the key step.

引用

页码：2181 / 2185

页数：5

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