Ruthenium-catalyzed cyclopropanation of norbornene with propargyl alcohol

被引：33

作者：

Matsushima, Y ^{[1
]}

Kikuchi, H ^{[1
]}

Uno, M ^{[1
]}

Takahashi, S ^{[1
]}

机构：

[1] Osaka Univ, Inst Sci & Ind Res, Ibaraki, Osaka 5670047, Japan

来源：

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN | 1999年 / 72卷 / 11期

关键词：

D O I：

10.1246/bcsj.72.2475

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Norbornene as well as its 5,6-disubstituted derivatives and oxa-norbornene undergoes a novel cyclopropanation with propargyl alcohol in methanol containig cationic (eta(5)-cyclopentadienyl)tris(acetonitrile)ruthenium complexes as catalysts to give exo-3-acetyltricyclooctane derivatives. Cyclopentadienylruthenium catalysts having an electron-withdrawing substituent on the Cp ligand exhibited the highest activity and the cyclopropanation proceeded even at -20 degrees C. On the basis of a deuterium labeling experiment, a reaction mechanism involving a ruthenacycle intermediate is proposed.

引用

页码：2475 / 2482

页数：8

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