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Synthesis 2005(17): 2946-2950  
DOI: 10.1055/s-2005-872168
PAPER
© Georg Thieme Verlag Stuttgart · New York

Zwitterionic Compounds in the Synthesis of Water-Soluble 1,3-Oxathiolane Derivatives

Barbara Zaleska*a, Marcin Karelusa, Ewelina Zadoraa, Hanna Kruszewskab
a Department of Organic Chemistry, Jagiellonian University, ul. Ingardena 3, 30-060 Kraków, Poland
Fax: +48(12)6340515; e-Mail: zaleska@chemia.uj.edu.pl;
b National Institute of Public Health, Department of Antibiotics and Microbiology, ul. Chemska 30/34, 00-725 Warszawa, Poland
Further Information

Publication History

Received 14 April 2005
Publication Date:
12 August 2005 (online)

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Abstract

Perhydropyrimidin-2-ylium and perhydro-1,3-diazepin-2-ylium iodides with linked 1,3-oxathiolane ring were obtained. These new, water-soluble derivatives of 1,3-oxathiolane were prepared by cyclocondensation of diiodomethane with appropriate zwitterionic derivatives of 2-hydroxypropionic acid. The iodides were exploited in metathesis process with various anions.

Key words

zwitterionic compounds - saturated heterocycles - 1,3-oxathiolane - antimicrobial activity

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