QUANTITATIVE STUDIES IN STEREOCHEMISTRY .C. ELECTROCHEMISTRY .I. RATIO OF DIASTEREOMERIC PINACOLS FORMED IN ELECTROLYTIC BIMOLECULAR REDUCTION OF ACETOPHENONE-7-C14

被引：71

作者：

STOCKER, JH

JENEVEIN, RM

机构：

[1] Department of Chemistry, Louisiana State University New Orleans, New Orleans

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1968年 / 33卷 / 01期

关键词：

D O I：

10.1021/jo01265a058

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The electrolytic bimolecular reduction of acetophenone in acidic aqueous ethanol produced approximately equal amounts of the diastereomeric 2,3-diphenyl-2,3-butanediols. The corresponding reduction in basic media afforded the same pinacols in a 3:1 dl/meso ratio. Mercury, tin, and copper cathodes all gave essentially the same ratios of diastereomers. The stereochemistry also appeared to be independent of time, use of controlled potential, use of constant current, and current level. The pinacols themselves proved stable to the alkaline media employed. © 1968, American Chemical Society. All rights reserved.

引用

页码：294 / +

页数：1

共 33 条

[1]

Allen M. J., 1950, J ORG CHEM, V15, P435

[2] SUBSTITUTED AROMATIC GLYCOLS PREPARED BY ELECTROLYTIC REDUCTION [J].