FORMATION OF ALPHA-ACETOXY KETONES BY OXIDATION OF ENAMINES WITH THALLIUM TRIACETATE

被引：79

作者：

KUEHNE, ME

GIACOBBE, TJ

机构：

[1] Department of Chemistry, University of Vermont, College of Technology, Burlington

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1968年 / 33卷 / 09期

关键词：

D O I：

10.1021/jo01273a001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The morpholine enamine derivatives of cyclopentanone, cyclohexanone, cycloheptanone, 3-heptanone, 2-methyl-and 3-and 4-t-butyleyelohexanone, cholestanone, androstan-17-ol-3-one, frons-10-methyl-2-decalone, and cyclohexanecarboxaldehyde were oxidized with thallic acetate. The new reaction is of preparative value for formation of α-acetoxy ketones. The steric course of the reaction and factors affecting its rate were determined and possible reaction mechanisms are discussed. © 1968, American Chemical Society. All rights reserved.

引用

页码：3359 / &

共 32 条

[1]

ANET FAL, 1964, TETRAHEDRON LETT, P3399

[2] REACTION OF ENEAMINES WITH BENZOYL PEROXIDE [J].