Ruthenium-catalyzed tandem olefin migration - aldol- and Mannich-type reactions in ionic liquid

被引:50
作者
Yang, XF
Wang, MW
Varma, RS
Li, CJ
机构
[1] Tulane Univ, Dept Chem, New Orleans, LA 70118 USA
[2] US EPA, Risk Management Res Lab, Cincinnati, OH 45268 USA
[3] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada
基金
美国国家科学基金会;
关键词
aldol- and Mannich-type reactions; ionic liquid; ruthenium catalyst; catalyst recycling;
D O I
10.1016/j.molcata.2003.12.031
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
In the presence of a catalytic amount of RuCl(PPh3)(3), a cross-coupling of 3-buten-2-ol (2) with aldehydes and imines was developed via a tandem olefin migration-aldol-Mannich reaction in bmim[PF6]. With In(OAc)(3) as co-catalyst, alpha-vinylbenzyl alcohol (4) and aldehydes underwent similar coupling reactions. Compared with aqueous and other organic solvents, complementary diastereoselectivity was observed with ionic liquid as the solvent. The ionic liquid/catalyst system could be reused at least five times without loss of activity. (C) 2004 Elsevier B.V. All rights reserved.
引用
收藏
页码:147 / 154
页数:8
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