SYNTHESIS, X-RAY STRUCTURE AND CHEMICAL-PROPERTIES OF 17-ALPHA-FERROCENYLESTRADIOL

被引：19

作者：

VICHARD, D

GRUSELLE, M

JAOUEN, G

NEFEDOVA, MN

MAMEDYAROVA, IA

SOKOLOV, VI

VAISSERMANN, J

机构：

[1] ECOLE NATL SUPER CHIM, CHIM ORGANOMET LAB, CNRS, URA 403, F-75231 PARIS 05, FRANCE

[2] RUSSIAN ACAD SCI, INST ORGANOELEMENT CPDS, ORGANOMET CHEM LAB, MOSCOW 117813, RUSSIA

[3] UNIV PARIS 06, CHIM MET TRANSIT LAB, CNRS, URA 419, F-75252 PARIS 05, FRANCE

来源：

JOURNAL OF ORGANOMETALLIC CHEMISTRY | 1994年 / 484卷 / 1-2期

关键词：

IRON; FERROCENE; X-RAY STRUCTURE; ESTRADIOL DERIVATIVE; STEROID; ORGANOMETALLIC;

D O I：

10.1016/0022-328X(94)87177-9

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The X-ray structure of 17 alpha-ferrocenylestradiol 1a shows that the ferrocenyl group is at the alpha position of the steroid, below the plane of the D ring. From acidic medium it is possible to obtain and isolate the derivative with a carbenium ion in 17-alpha position. This ion is transformed by various nucleophiles into the corresponding olefin 3 with -C=C- at the C16-C17 position. With NaBH4 in acidic medium the reduction leads to a mixture of 17 alpha- and 17 beta-ferrocenyl C19H26O 4a, 4b with a predominance of the beta product, owing to a more favourable entrance of hydride in the alpha position. The oxidized derivative 17 alpha-ferriciniumyl-estradiol tetrafluoroborate 5 was prepared and its are properties described.

引用

页码：1 / 8

页数：8

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