Publication: 1,3-Thiazolidine-dicarboxylates from Thioketones and Thermally Generated Azomethine Ylides
1,3-Thiazolidine-dicarboxylates from Thioketones and Thermally Generated Azomethine Ylides
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Mlostoń, G., Urbaniak, K., & Heimgartner, H. (2002). 1,3-Thiazolidine-dicarboxylates from Thioketones and Thermally Generated Azomethine Ylides. Helvetica Chimica Acta, 85, 2056–2064. https://doi.org/10.1002/1522-2675(200207)85:7<2056::AID-HLCA2056>3.0.CO;2-O
Abstract
Abstract
Abstract
The reaction of 9H-fluorene-9-thione (1) with the cis- and trans-isomers of dimethyl 1-(4-methoxyphenyl)-aziridine-2,3-dicarboxylate (cis- and trans-2, resp.) in xylene at 110° yielded exclusively the spirocyclic cycloadduct with trans- and cis-configurations, respectively (trans- and cis-3, resp.; Scheme 1). Analogously, less- reactive thioketones, e.g., thiobenzophenone (5), and cis-2 reacted stereoselectively to give the corresponding trans-1,3-thiazolidine-2,4-dicarboxylate (e.g., trans-8; Scheme 2). On the other hand, the reactio
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- Mlostoń, Grzegorz
- Urbaniak, Katarzyna
- Heimgartner, Heinz
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Citations
Mlostoń, G., Urbaniak, K., & Heimgartner, H. (2002). 1,3-Thiazolidine-dicarboxylates from Thioketones and Thermally Generated Azomethine Ylides. Helvetica Chimica Acta, 85, 2056–2064. https://doi.org/10.1002/1522-2675(200207)85:7<2056::AID-HLCA2056>3.0.CO;2-O
