Publication: Generation and reactivity of a silylated thiocarbonyl S-methylide
Generation and reactivity of a silylated thiocarbonyl S-methylide
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Mlostoń, G., Urbaniak, K., Linden, A., & Heimgartner, H. (2007). Generation and reactivity of a silylated thiocarbonyl S-methylide. Heterocycles, 73(1), 419–432. https://doi.org/10.3987/COM-07-S(U)12
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The reaction of (trimethylsilyl)diazomethane with methyl (diethoxyphosphonyl)dithioformate (2), after elimination of N2 at –35°C, yields the 4,5-bis(trimethylsilyl)-1,3-dithiolane-2-phosphonate (8). This product is the result of the dimerization of the intermediate silylated thiocarbonyl ylide (4b) to give the cyclic sulfonium ylide (7), followed by the elimination of a disubstituted carbene. Trapping of the intermediate (4b) with maleimide (9), maleic anhydride (10), thiobenzophenone (11), and the phosphonylated dithioformate (2) yie
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F. Hoffmann-La Roche AG, Basel
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Mlostoń, G., Urbaniak, K., Linden, A., & Heimgartner, H. (2007). Generation and reactivity of a silylated thiocarbonyl S-methylide. Heterocycles, 73(1), 419–432. https://doi.org/10.3987/COM-07-S(U)12