Vol. 11, No 1, 2013 pp. 1 - 26
DOI 10.2298/FUPCT1301001D
UDC 547.822.3 : 54.057
SYNTHETIC APPROACHES TO CONIINE
AND OTHER 2-ALKYL PIPERIDINES
Marija Denić, Polina Blagojević, Niko Radulović
Department of Chemistry, Faculty of Science and Mathematics, University of Niš, Višegradska 33, 18000 Niš, Serbia
E-mail: nikoradulovic@yahoo.com
Abstract.The first synthesis of coniine, a neurotoxic piperidine alkaloid found in poison hemlock (Conium maculatum L.), was performed back in 1886 by Ladenburg. Since that time, numerous different approaches to the synthesis of this and related alkaloids (2-alkylpiperidines) have been developed. Nowadays, the enantioselective/specific synthesis of coniine is taken as a paradigm of the usefulness of new chiral synthetic methodologies. This review aims to summarize and systematize recent progress in the synthesis of coniine and related compounds.
Key words: synthetic approaches, coniine, 2-alkylpiperidines
STRATEGIJE U SINTEZI KONIINA I DRUGIH 2-ALKILPIPERIDINA FOTOAKUSTIKOM
Prvu sinteza koniina, neurotoksičnog piperidinskog alkaloida prisutnog u kukuti (Conium maculatum L.), izveo je Ladenburg još davne 1886. godine. Od tada je razvijen veliki broj različitih pristupa sintezi ovog i srodnih alkaloida (2-alkilpiperidini). Čak se u današnje vreme sinteza enantiomerno čistih optičkih antipoda koniina uzima kao standardna za potvrdu primenljivosti neke nove hiralne sintetske metodologije. Ovaj pregledni članak ima za cilj da sumira i sistematizuje napredak na polju sinteze koniina i srodnih jedinjenja.
Ključne reči: strategije u sintezi, koniin, 2-alkilpiperidini
