Facile preparation of the tosylhydrazone derivatives of a series of racemic trans-3,4-substituted cyclopentanones.

Autor: Bouhadir KH; Department of Chemistry, American University of Beirut, Beirut 11-0236, Lebanon. kb05@aub.edu.lb, Aleiwe BA, Fares FA
Jazyk: angličtina
Zdroj: Molecules (Basel, Switzerland) [Molecules] 2011 Dec 22; Vol. 17 (1), pp. 1-14. Date of Electronic Publication: 2011 Dec 22.
DOI: 10.3390/molecules17010001
Abstrakt: We report the synthesis and characterization of a variety of trans-3,4-substituted cyclopentanones and the corresponding tosylhydrazone derivatives starting with diethyl fumarate. Protection of the keto group followed by selective monohydrolysis of esters was achieved, resulting in cyclopentanones with different substituents at positions 3 and 4. The tosylhydrazone derivative of each cyclopentanone intermediate was prepared in moderate to good yields. These compounds are potential precursors for functionalized methanofullerenes.
Databáze: MEDLINE