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Synthesis of Heterocyclic Compounds with Saccharidic Component

J. Kozák, S. Kučár, M. Matulová, and E. Jedlovská

Institute of Chemistry, Slovak Academy of Sciences, CS-842 38 Bratislava

 

Abstract: A series of eighteen E- and Z-isomers of heterocyclic compounds with saccharidic component was prepared by Wittig reaction of 6-phosphoranes of D-tagatose, D-glucose, and D-galactose with 2-furaldehyde and its derivatives. 6-Phosphoranes of saccharides were generated by deprotonization of phosphonium salts with ethereal solution of n-butyllithium in the mixture of tetrahydrofuran (THF) and hexamethylphosphoric triamide (HMPTA) (φr  = 2 : 1) at -50°C.

Full paper in Portable Document Format: 466a413.pdf

 

Chemical Papers 46 (6) 413–419 (1992)

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