N-Hydroxyphthalimide catalyzed allylic oxidation of steroids with t-butyl hydroperoxide

被引：8

作者：

Zhao, Qian

Qian, Chao

Chen, Xin-Zhi ^{[1
]}

机构：

[1] Zhejiang Univ, Key Lab Biomass Chem Engn, Minist Educ, Hangzhou, Zhejiang, Peoples R China

来源：

STEROIDS | 2015年 / 94卷

基金：

高等学校博士学科点专项科研基金;

关键词：

Allylic oxidation; t-Butyl hydroperoxide; N-Hydroxyphthalimide; Delta(5)-Steroids; STEREOSPECIFIC SYNTHESES; UNSATURATED STEROIDS; SELECTIVE OXIDATION; HORMONAL ACTIVITY; DELTA(5)-STEROIDS; DERIVATIVES; ALKENES; OLEFINS; ENONES;

D O I：

10.1016/j.steroids.2014.12.004

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A new and optimized procedure for the allylic oxidation of Delta(5)-steroids with t-butyl hydroperoxide in the presence of catalytic amounts of N-hydroxyphthalimide (NHPI) under mild conditions was developed, showing excellent regioselectivity and chemoselectivity (functional group compatibility). It was found that Co(OAc)(2) could enhance the catalytic ability of NHPI resulting in better yields and shorter reaction times. The reaction mechanism and the scope of the reaction with a variety of Delta(5)-steroidal substrates were also investigated. (C) 2015 Elsevier Inc. All rights reserved.

引用

页码：1 / 6

页数：6

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