Ruthenium-catalyzed tandem olefin migration/aldol and Mannich-type reactions in water and protic solvents

被引：33

作者：

Wang, MW ^{[1
]}

Yang, XF ^{[1
]}

Li, CJ ^{[1
]}

机构：

[1] Tulane Univ, Dept Chem, New Orleans, LA 70118 USA

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 2003卷 / 06期

关键词：

alcohols; aldehydes; C-C coupling; cross-coupling; ruthenium;

D O I：

10.1002/ejoc.200390155

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Cross-coupling between 3-buten-2-ol (2) and aldehyde in the presence of a catalytic amount of [RuCl2(PPh3)(3)] has been developed, through a tandem olefin migration/aldol reaction in a water/toluene mixture. The presence of In(OAc)(3) promoted the aldol reaction with alpha-vinylbenzyl alcohol (4) and aldehyde, while treatment of 3-buten-2-ol (2) with imines generated Mannich-type reaction products; syn isomers were formed as the major diastereomers for the aldol products 3a-3g and 5a-5e and the Mannich products 7a-7g.

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页码：998 / 1003

页数：6

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