Stereospecific formation of polycyclic ferrocenyldihydropyrazoles based onZ- and E-isomeric ferrocenyl- substituted alpha,beta-unsaturated ketones of the heterocyclic series

Authors
Klimova, EI Klimova, T Garcia, MM Lopez, EAV Toledano, CA Toscano, RA Ramirez, LR
Citation
Ei. Klimova et al., Stereospecific formation of polycyclic ferrocenyldihydropyrazoles based onZ- and E-isomeric ferrocenyl- substituted alpha,beta-unsaturated ketones of the heterocyclic series, RUSS CHEM B, 50(5), 2001, pp. 895-900
Citations number
20
Categorie Soggetti
Chemistry
Journal title
RUSSIAN CHEMICAL BULLETIN
ISSN journal
10665285 → ACNP
Volume
50
Issue
5
Year of publication
2001
Pages
895 - 900
Database
ISI
SICI code
1066-5285(200105)50:5<895:SFOPFB>2.0.ZU;2-R
Abstract
The reactions of E- and Z-isomeric 2-(ferrocenylmethylidene)quinuclidin-3-o ne, 1-methyl-3-(ferrocenylmethylidene)piperidin-4-one, and 2-(ferrocenylmet hylidene)tropinone with hydrazine proceed stereospecifically to form the sa me diastereomeric polycyclic ferrocenyldihydropyrazoles regardless of the g eometrical configuration of the starting alpha,beta -unsaturated ketones. T he structure of the trans-diastereomer of 4-acetyl-3-ferrocenyl-1,4,5-triaz atricyclo[5.2.2.0(2,6)]undec-5-ene was established by X-ray diffraction ana lysis.