Studies into the direct oxidation of codeinone to 14-hydroxycodeinone

被引：12

作者：

Coop, A ^{[1
]}

Rice, KC ^{[1
]}

机构：

[1] NIDDKD, Med Chem Lab, NIH, Bethesda, MD 20892 USA

来源：

TETRAHEDRON | 1999年 / 55卷 / 38期

关键词：

alkaloids; oxidation; cobalt and compounds;

D O I：

10.1016/S0040-4020(99)00665-1

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The direct oxidation of codeinone (5) to 14-hydroxycodeinone (6) was investigated with a wide range of oxidizing agents. The majority of reagents gave little or no desired product. Peracids were found to be moderately successful, with dimethyl peracetic acid giving the greatest yield (37%). Metallic oxidants generally gave rise to competing oxidations, however Co(AcO)(3) was found to conveniently oxidize 5 to 6 in 51 % yield, representing a practical, non-chromatographic procedure for the preparation of 14-hydroxycodeinone. Published by Elsevier Science Ltd.

引用

页码：11429 / 11436

页数：8

共 33 条

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