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Regio- and stereoselective reaction of sodium benzeneselenolate with 3-(trimethylsilyl)prop-2-ynamides

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Abstract

Sodium benzeneselenolate adds regio- and stereoselectively to 3-(trimethylsilyl)prop-2-yn-amides to give (Z)-3-(phenylselanyl)prop-2-enamides.

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Correspondence to V. A. Potapov.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2134–2136, November, 2019.

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Andreev, M.V., Potapov, V.A., Musalov, M.V. et al. Regio- and stereoselective reaction of sodium benzeneselenolate with 3-(trimethylsilyl)prop-2-ynamides. Russ Chem Bull 68, 2134–2136 (2019). https://doi.org/10.1007/s11172-019-2679-9

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  • DOI: https://doi.org/10.1007/s11172-019-2679-9

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