Regioselective synthesis of novel ethyl Z- and E-2-alkylidene-4-oxothiazolidine-5-acetate derivatives
Апстракт
The syntheses of the title compounds containing an exocyclic double bond of exclusively the Z-configuration, via the regioselective base catalyzed reaction of the nitrile precursors possessing an acidic alpha-hydrogen with diethyl 2-mercaptobutanedioate in anhydrous ethanol, are described. The H-1-NMR data indicating the presence of both geometrical isomers in primarily nonpolar media favoring the E-form, are presented in terms of the solvent influence on intra- and intermolecular H-bonding and stereochemical outcome of the reaction.
Кључне речи:
4-oxothiazolidine derivatives / exocyclic double bond / H-bondingИзвор:
Journal of the Serbian Chemical Society, 1998, 63, 3, 165-169Издавач:
- Serbian Chemical Soc, Belgrade
Колекције
Институција/група
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Marković, R. AU - Baranac-Stojanović, Marija PY - 1998 UR - https://cherry.chem.bg.ac.rs/handle/123456789/372 AB - The syntheses of the title compounds containing an exocyclic double bond of exclusively the Z-configuration, via the regioselective base catalyzed reaction of the nitrile precursors possessing an acidic alpha-hydrogen with diethyl 2-mercaptobutanedioate in anhydrous ethanol, are described. The H-1-NMR data indicating the presence of both geometrical isomers in primarily nonpolar media favoring the E-form, are presented in terms of the solvent influence on intra- and intermolecular H-bonding and stereochemical outcome of the reaction. PB - Serbian Chemical Soc, Belgrade T2 - Journal of the Serbian Chemical Society T1 - Regioselective synthesis of novel ethyl Z- and E-2-alkylidene-4-oxothiazolidine-5-acetate derivatives VL - 63 IS - 3 SP - 165 EP - 169 UR - https://hdl.handle.net/21.15107/rcub_cherry_372 ER -
@article{ author = "Marković, R. and Baranac-Stojanović, Marija", year = "1998", abstract = "The syntheses of the title compounds containing an exocyclic double bond of exclusively the Z-configuration, via the regioselective base catalyzed reaction of the nitrile precursors possessing an acidic alpha-hydrogen with diethyl 2-mercaptobutanedioate in anhydrous ethanol, are described. The H-1-NMR data indicating the presence of both geometrical isomers in primarily nonpolar media favoring the E-form, are presented in terms of the solvent influence on intra- and intermolecular H-bonding and stereochemical outcome of the reaction.", publisher = "Serbian Chemical Soc, Belgrade", journal = "Journal of the Serbian Chemical Society", title = "Regioselective synthesis of novel ethyl Z- and E-2-alkylidene-4-oxothiazolidine-5-acetate derivatives", volume = "63", number = "3", pages = "165-169", url = "https://hdl.handle.net/21.15107/rcub_cherry_372" }
Marković, R.,& Baranac-Stojanović, M.. (1998). Regioselective synthesis of novel ethyl Z- and E-2-alkylidene-4-oxothiazolidine-5-acetate derivatives. in Journal of the Serbian Chemical Society Serbian Chemical Soc, Belgrade., 63(3), 165-169. https://hdl.handle.net/21.15107/rcub_cherry_372
Marković R, Baranac-Stojanović M. Regioselective synthesis of novel ethyl Z- and E-2-alkylidene-4-oxothiazolidine-5-acetate derivatives. in Journal of the Serbian Chemical Society. 1998;63(3):165-169. https://hdl.handle.net/21.15107/rcub_cherry_372 .
Marković, R., Baranac-Stojanović, Marija, "Regioselective synthesis of novel ethyl Z- and E-2-alkylidene-4-oxothiazolidine-5-acetate derivatives" in Journal of the Serbian Chemical Society, 63, no. 3 (1998):165-169, https://hdl.handle.net/21.15107/rcub_cherry_372 .