Ruthenium-Triggered Ring Opening of Ethynylcyclopropanes: [3+2] Cycloaddition with Aldehydes and Aldimines Involving Metal Allenylidene Intermediates

被引：62

作者：

Miyake, Yoshihiro ^{[1
]}

Endo, Satoshi ^{[1
]}

Moriyama, Taichi ^{[1
]}

Sakata, Ken ^{[2
]}

Nishibayashi, Yoshiaki ^{[1
]}

机构：

[1] Univ Tokyo, Sch Engn, Inst Engn Innovat, Bunkyo Ku, Tokyo 1138656, Japan

[2] Hoshi Univ, Fac Pharmaceut Sci, Shinagawa Ku, Tokyo 1428501, Japan

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2013年 / 52卷 / 06期

关键词：

cycloaddition; density functional calculations; heterocycles; ruthenium; synthetic methods; BRIDGED DIRUTHENIUM COMPLEXES; ENANTIOSELECTIVE PROPARGYLIC AMINATION; 3-BENZYL BUT-1-YNYL ETHERS; TERMINAL ALKYNES; CATALYZED TRANSFORMATION; SUBSTITUTION-REACTIONS; VINYL GROUP; ALCOHOLS; BOND; CYCLOPROPANES;

D O I：

10.1002/anie.201207801

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

It's complex: Ruthenium-catalyzed [3+2] cycloaddition of ethynylcyclopropanes with aldehydes and aldimines has been found to give the corresponding 2-ethynyltetrahydrofurans or -pyrrolidines in high to excellent yields. In both cases, the formation of a ruthenium allenylidene complex as a key reactive intermediate is supported by density functional theory calculations. Cp=η5-C5Me5. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：1758 / 1762

页数：5

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