DIRECT OXYFUNCTIONALIZATION AT UNACTIVATED SITES - SYNTHESIS OF 5-BETA-HYDROXYSTEROIDS BY PERFLUORODIALKYLOXAZIRIDINES

被引：42

作者：

ARNONE, A ^{[1
]}

CAVICCHIOLI, M ^{[1
]}

MONTANARI, V ^{[1
]}

RESNATI, G ^{[1
]}

机构：

[1] CNR,CTR STUDIO SOSTANZE ORGAN NAT,,DIPARTIMENTO CHIM,I-20131 MILAN,ITALY

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 19期

关键词：

D O I：

10.1021/jo00098a001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

By treatment with perfluoro-cis-2-n-butyl-3-n-propyloxaziridine 1a, 5 beta-steroids 2a-i (belonging to different classes, such as androstanes, cholestanes, pregnanes, and cholanic acids) have been hydroxylated in good yields and with complete site selectivity and stereoselectivity to corresponding 5 beta-hydroxy derivatives 3a-i independently from the presence of halide, ketone, carboxylic acid, and ester moieties on C-3, C-11, C-12, C-17, C-20, C-21, and C-24.

引用

页码：5511 / 5513

页数：3

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