Synthesis 2005(13): 2122-2128  
DOI: 10.1055/s-2005-869994
PAPER
© Georg Thieme Verlag Stuttgart · New York

An Expeditious Synthesis of 1-Substituted and Cyclic Taurines

Jiaxing Huang, Fei Wang, Da-Ming Du, Jiaxi Xu*
Key Laboratory of Bioorganic Chemistry and Molecular Engineering of the Ministry of Education, Department of Chemical Biology, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, P. R. China
Fax: +86(10)62751708; e-Mail: jxxu@pku.edu.cn;
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Publikationsverlauf

Received 20 January 2005
Publikationsdatum:
13. Juli 2005 (online)

Abstract

A series of 1-substituted taurines, including optically active taurines, were synthesized expeditiously from epoxides via episulfidation with potassium sulfocyanate, ring-opening with dibenzylamine, followed by oxidation with performic acid, and hydrogenolysis in the presence of palladium hydroxide on carbon powder. This method was also used for the synthesis of trans-cyclic taurines.