SITE-SELECTIVE HYDROXYLATION OF STEROIDS VIA OXOMETALLOPORPHINATES COVALENTLY LINKED TO RING-D - INTRODUCTION OF HYDROXYL-GROUPS INTO THE C(9) AND C(12) POSITION OF 5-ALPHA-ANDROSTANES

被引:32
|
作者
STUK, TL [1 ]
GRIECO, PA [1 ]
MARSH, MM [1 ]
机构
[1] INDIANA UNIV,DEPT CHEM,BLOOMINGTON,IN 47405
来源
JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 09期
关键词
D O I
10.1021/jo00009a006
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Oxidation of synthetic manganese(III) porphyrins attached to steroidal substrates at C(17) (cf. 2 and 3) gives rise to hydrogen atom abstraction at C(9) and/or C(12), thereby leading to hydroxyl incorporation at these sites. The use of more robust metalloporphyrins (cf. 9) results in substantial increases in the yields of hydroxylated 5-alpha-androstanes.
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页码:2957 / 2959
页数:3
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