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Michigan Publishing, Arkivoc, 12(2006), p. 28-37, 2006

DOI: 10.3998/ark.5550190.0007.c03

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A novel synthetic approach to the thiotetronic ring system, the key intermediate for thiolactomycin analogues

Journal article published in 2006 by Stefanos Kikionis ORCID, Kc C. Prousis ORCID, Anastasia Detsi, Olga Igglessi-Markopoulou
This paper is made freely available by the publisher.
This paper is made freely available by the publisher.

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Abstract

The thiotetronic ring system is the key intermediate for the synthetic approach to thiolactomycin analogues. A novel one-pot synthesis of the thiotetronic ring system is described. The proposed methodology is based on a C-acylation/cyclization reaction between the N-hydroxysuccinimide esters of S-acetyl-thioglycolic acids and the appropriate active methylene compounds. 1 H and 13 C NMR spectroscopic data for the synthesized thiotetronic acids and 2-aminothiophenones are presented.