A new ruthenium-catalyzed hydrogen-transfer reaction: Transformation of 3-benzyl but-1-ynyl ethers into 1,3-dienes and benzaldehyde

被引：51

作者：

Yeh, KL ^{[1
]}

Liu, B ^{[1
]}

Lo, CY ^{[1
]}

Huang, HL ^{[1
]}

Liu, RS ^{[1
]}

机构：

[1] Natl Tsing Hua Univ, Dept Chem, Hsinchu, Taiwan

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2002年 / 124卷 / 23期

关键词：

D O I：

10.1021/ja012623y

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equqtion Presentation) We report a ruthenium-catalyzed reaction for various 3-benzyl but-1-ynyl ethers with suitable functionalities. Treatment of these substrates with TpRu(PPh3)(CH3CN)2PF6 (8.0 mol %) catalyst in 1,2-dichloroethane (80 °C, 12 h) afforded functionalized 1,3-dienes and benzyl aldehyde in good yields. This process is considered to be a tandem dealkoxylation and transfer hydrogenation. Deuterium-labeling experiments reveal that the migration of different hydrogen atoms proceeds regiospecifically. A plausible mechanism is proposed on the basis of the results of isotope experiment. Copyright © 2002 American Chemical Society.

引用

页码：6510 / 6511

页数：2

共 34 条

[31] A NOVEL RU-CATALYZED TANDEM CYCLIZATION RECONSTITUTIVE ADDITION OF PROPARGYL ALCOHOLS WITH ALLYL ALCOHOLS [J].