Generic placeholder image

Letters in Organic Chemistry


ISSN (Print): 1570-1786
ISSN (Online): 1875-6255

Diastereoselective Synthesis of Novel Optically Active Five Membered O- and N-heterocyclic Compounds

Author(s): Ervin Kovacs, Ferenc Farkas, Angelika Thurner, Aron Szollosy and Ferenc Faigl

Volume 9, Issue 2, 2012

Page: [81 - 88] Pages: 8

DOI: 10.2174/157017812800221744

Price: $65


Optically active oxetane and cis-but-2-ene-1,4-diol derivatives were used as starting materials in the synthesis of novel five membered heteorcyclic compounds as dihydrofuran and pyrroline derivatives. In addition, new 2,4- disubstituted dioxolane was synthesized diastereoselectively from the diol and the structure of the product was confirmed by NOESY (Nuclear Overhauser Effect Spectroscopy) experiments. Reductive ring opening of the chiral oxetane derivative provided a 3,4-disubstituted-butane-1,4-diol which was used for the synthesis of new chiral pyrrolidine and tetrahydrofuran derivatives.

Keywords: Diastereoselective dioxolane synthesis, dihydrofuran, enantioselective reactions, NOESY experiments, pyrroline, pyrrolidine, tetrahydrofuran, pharmacological ingredients, methanesulfonyl chloride, alkoxide

Rights & Permissions Print Cite
© 2024 Bentham Science Publishers | Privacy Policy