Cyanosilylation of α-butylthioacrolein |
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| Authors: | N A Keiko Yu A Chuvashev T A Kuznetsova L G Stepanova L I Larina L V Sherstyannikova M G Voronkov |
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| Institution: | (1) Irkutsk Institute of Chemistry, Siberian Branch of the Russian Academy of Sciences, 1 ul. Favorskogo, 664033 Irkutsk, Russian Federation |
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| Abstract: | Cyanosilylation of α-butylthioacrolein with trimethylsilyl cyanide occurs as 1,2-addition. Concurrent rapid dimerization of
α-butylthioacrolein occurred both in the presence and in the absence of H2PtCl6·6H2O as a catalyst to give 2,5-dibutylthio-2,3-dihydro-4H-pyran-2-carbaldehyde, whose cyanosilylation afforded the corresponding cyanohydrin. The latter is prone to retrodiene degradation
upon heating.
Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 7, pp. 1418–1420, July, 1998. |
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| Keywords: | α -butylthioacrolein cyanosilylation Diels-Alder reaction substituted dihydropyrans retro-Diels-Alder reaction |
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