A very mild and chemoselective oxidation of alcohols to carbonyl compounds

被引：209

作者：

De Luca, L ^{[1
]}

Giacomelli, G ^{[1
]}

Porcheddu, A ^{[1
]}

机构：

[1] Univ Sassari, Dipartimento Chim, I-07100 Sassari, Italy

来源：

ORGANIC LETTERS | 2001年 / 3卷 / 19期

关键词：

D O I：

10.1021/ol016501m

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] Efficient oxidation of primary alcohols and beta -amino alcohols to the corresponding aldehydes and alpha -amino aldehydes can be carried out at room temperature and in methylene chloride, using trichloroisocyanuric acid in the presence of catalytic TEMPO: aliphatic, benzylic, and allylic alcohols, and beta -amino alcohols are rapidly oxidized without no overoxidation to carboxylic acids. Secondary carbinols are slowly oxidized so that the reaction is highly chemoselective.

引用

页码：3041 / 3043

页数：3

共 16 条

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LEANNA MR, 1992, TETRAHEDRON LETT, V33, P5029

[12]

MANCUSO AJ, 1981, SYNTHESIS-STUTTGART, P165

[13]

MARCACCI F, 1980, GAZZ CHIM ITAL, V110, P195

[14] STEREOSPECIFIC SYNTHESIS OF ALPHA-AMINOACYL ALDEHYDES AND THEIR INTERACTION WITH ALPHA-CHYMOTRYPSIN [J].