Making kinetic and thermodynamic enolates via solvent-free high speed ball milling

被引：29

作者：

Waddell, Daniel C. ^{[1
]}

Thiel, Indre ^{[1
]}

Clark, Tammara D. ^{[1
]}

Marcum, S. Tyler ^{[1
]}

Mack, James ^{[1
]}

机构：

[1] Univ Cincinnati, Cincinnati, OH 45221 USA

来源：

GREEN CHEMISTRY | 2010年 / 12卷 / 02期

基金：

美国国家科学基金会;

关键词：

MECHANOCHEMICAL SYNTHESIS; CARBOHYDRATE REACTIONS; SIMOLOYER(R); AUXILIARIES; TECHNOLOGY; NUCLEOSIDE; PROTECTION; MECHANISM;

D O I：

10.1039/b922108p

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

We investigated the ability to selectively form products arising from a kinetic or a thermodynamic enolate under solvent-free high speed ball milling conditions. Using 2-methylcyclohexanone as the substrate and sodium hydroxide or lithium hexamethyldisilazide as the base, we were able to trap the thermodynamic or kinetic enolate in high selectivity. Although all the reagents were ball milled simultaneously, we observed no products resulting from aldol condensation.

引用

页码：209 / 211

页数：3

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