Mn-trimethyltriazacyclononane/ascorbic acid: a remarkably efficient catalyst for the epoxidation of olefins and the oxidation of alcohols with hydrogen peroxide

被引：136

作者：

Berkessel, A ^{[1
]}

Sklorz, CA ^{[1
]}

机构：

[1] Univ Cologne, Inst Organ Chem, D-50939 Cologne, Germany

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 45期

关键词：

epoxides; ketones; manganese; oxidation; macrocycles;

D O I：

10.1016/S0040-4039(99)01595-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The system comprised of manganese(II) acetate or sulfate, 1,4,7-trimethyl-1,4,7-triazacyclononane (TMTACN) and ascorbic acid efficiently catalyzes the epoxidation of olefins and the oxidation of alcohols with hydrogen peroxide. For example, in the presence of as little as. 0.03 mol% of Mn2+, methyl acrylate is converted to its epoxide in 97% yield. Under the same conditions, 2-pentanol yielded 2-pentanone in almost quantitative yield. With E- and Z-1-deuterio-1-octene as substrates, the epoxidation was shown to proceed with almost exclusive (94+/-2%) retention of configuration. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：7965 / 7968

页数：4

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