Synthesis, X-ray structure and chemical properties of 17α-ferrocenylestradiol

Autor:	Marina N. Nefedova, Jacqueline Vaissermann, Dominique Vichard, Gérard Jaouen, Irina A. Mamedyarova, Viatcheslav I. Sokolov, M. Gruselle
Rok vydání:	1994
Předmět:	Olefin fiber Tetrafluoroborate Hydride Organic Chemistry Inorganic chemistry Biochemistry Ion Inorganic Chemistry chemistry.chemical_compound Crystallography Carbenium ion chemistry Nucleophile Ferrocene Materials Chemistry Physical and Theoretical Chemistry Derivative (chemistry)
Zdroj:	Journal of Organometallic Chemistry. 484:1-8
ISSN:	0022-328X
DOI:	10.1016/0022-328x(94)87177-9
Popis:	The X-ray structure of 17α-ferrocenylestradiol 1a shows that the ferrocenyl group is at the α 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-α position. This ion is transformed by various nucleophiles into the corresponding olefin 3 with CC at the C16C17 position. With NaBH 4 in acidic medium the reduction leads to a mixture of 17α- and 17β-ferrocenyl C 19 H 26 O 4a, 4b with a predominance of the β product, owing to a more favourable entrance of hydride in the α position. The oxidized derivative 17α-ferriciniumyl-estradiol tetrafluoroborate 5 was prepared and its are properties described.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::fc65b155c97efb98c39eb027b1fc2af6 https://doi.org/10.1016/0022-328x(94)87177-9 Zobrazit plný text záznamu