Selective ruthenium-catalyzed epimerization of chiral sec-alcohols

被引：6

作者：

Langvik, Otto ^{[1
]}

Mavrynsky, Denys ^{[1
]}

Leino, Reko ^{[1
]}

机构：

[1] Abo Akad Univ, Organ Chem Lab, SF-20500 Turku, Finland

来源：

CATALYSIS TODAY | 2015年 / 241卷

关键词：

Epimerization; Terpenoids; sec-Alcohol; Homogeneous catalysis; Ruthenium; DYNAMIC KINETIC RESOLUTION; SECONDARY ALCOHOLS; METAL-CATALYSTS; RACEMIZATION; MENTHOL; MONOTERPENES; COMPLEXES; ENZYMES;

D O I：

10.1016/j.cattod.2014.05.006

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

Extension of secondary alcohol racemization catalyzed by homogeneous half-sandwich ruthenium complexes to the epimerization of natural products containing additional non-functionalized stereo-centers has been investigated. Ruthenium-catalysed epimerization of the sec-alcohols (-)-menthol, (-)-isopulegol, (+)-borneol, (+)-fenchol and cholesterol under mild reaction conditions and low catalyst loadings (2 mol%) provides rapid access to their less abundant diastereoisomers (+)-neomenthol, (+)-neoisopulegol, isoborneol, beta-fenchol and epicholesterol in admixture with the parent diastereomers in ratios ranging from 1:4.9 to 1:2.4 (epimer: parent). (C) 2014 Elsevier B.V. All rights reserved.

引用

页码：255 / 259

页数：5

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