BIS(TRIMETHYLSILYL) MONO-PEROXYSULFATE - CONVENIENT BAEYER-VILLIGER OXIDANT

被引：20

作者：

ADAM, W

RODRIGUEZ, A

机构：

[1] Department of Chemistry, University of Puerto Rico, Rio Piedras

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1979年 / 44卷 / 26期

关键词：

D O I：

10.1021/jo00394a048

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Caro's acid or monoperoxysulfuric acid serves as a common reagent for the conversion of ketones into esters (eq 1), a reaction known as Baeyer-Villiger oxidation. 3 Some [formula omitted] of the short comings of this important reagent in preparative applications include (i) the use of aqueous conditions, (ii) the presence of strong acid, and (iii) undesirable side reactions. Since the bis(trimethylsilyl) derivative of Caro's acid is known 4 and conveniently prepared via the reaction of sulfur trioxide with bis(trimethylsilyl) peroxide at -30 °C (eq 2), we explored the potential and utility of [formula omitted] this interesting substance as a Baeyer-Villiger oxidant. The solubility of this reagent in nonprotic and nonpolar media such as methylene chloride and the bis(trimethylsilyl)-buffered sulfuric acid product that is formed after oxygen transfer constitute obvious advantages over the Caro's acid reagent. © 1979, American Chemical Society. All rights reserved.

引用

页码：4969 / 4970

页数：2