Publication: Regioselektive 1,3-dipolare Cycloadditionen von Thiocarbonyl-yliden mit 1,3-Thiazol-5(4H)-thionen
Regioselektive 1,3-dipolare Cycloadditionen von Thiocarbonyl-yliden mit 1,3-Thiazol-5(4H)-thionen
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Mlostoń, G., Linden, A., & Heimgartner, H. (1991). Regioselektive 1,3-dipolare Cycloadditionen von Thiocarbonyl-yliden mit 1,3-Thiazol-5(4H)-thionen. Helvetica Chimica Acta, 74(7), 1386–1398. https://doi.org/10.1002/hlca.19910740703
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The thiocarbonyl ylides 13 and 1,3-thiazol-5(4H)-thiones 1 undergo a smooth reaction to yield spirocyclic 1,3-dithioIanes 14-16 (Schemes 4-6) . The 1,3-dipolar cycloadditions occur in a regioselective manner, but the orientation of the thiobenzophenone-S-methylide (13b) differs from that of the cycloalkane thione-S-methylides 13a and 13c. Whereas the 1,3-cycloadduct with 13b is formed in accordance with frontier-orbital considerations, the inverse orientation in the reactions with 13a and 13c most likely is the result of steric hindra
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- Mlostoń, Grzegorz
- Heimgartner, Heinz
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Mlostoń, G., Linden, A., & Heimgartner, H. (1991). Regioselektive 1,3-dipolare Cycloadditionen von Thiocarbonyl-yliden mit 1,3-Thiazol-5(4H)-thionen. Helvetica Chimica Acta, 74(7), 1386–1398. https://doi.org/10.1002/hlca.19910740703
