Solvent effects on the asymmetric Pauson-Khand-type reaction by rhodium

被引:15
作者
Choi, Yun Hee [1 ]
Kwak, Jaesung [1 ]
Jeong, Nakcheol [1 ]
机构
[1] Korea Univ, Dept Chem, Seoul 136701, South Korea
关键词
Pauson-Khand reaction; Enantioselective; Rhodium; Chiral THF derivatives;
D O I
10.1016/j.tetlet.2009.08.060
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction efficiency and enantioselectivity of an asymmetric Pauson-Khand-type reaction catalyzed by cationic rhodium are heavily dependent on the solvent. Coordinating solvents, such as THF, provide a faster reaction and better stereoselectivity than non-coordinating solvents, such as toluene. These beneficial effects can be attributed to a significant increase in the more reactive catalytic species of [Rh(bisphosphane ligand)*(solvent)(n)](+) (3) than of [Rh(bisphosphine ligand)*CO(solvent)](+)(4) and [Rh(bisphosphine ligand)*(CO)(2)](+) (5) in a coordinating solvent. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6068 / 6071
页数:4
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