Conclusions
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1.
Vinyl halides with a bulky substituent at the β-carbon atom react with metallic lithium to give acetylenides.
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2.
The undesired formation of acetylenides in the reaction of vinyl halides RCH=CHX (where R=CH3 or C2H5) with lithium may be blocked by the simultaneous addition of the vinyl halide and carbonyl component to lithium.
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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 3, pp. 685–688, March, 1986.
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Mistryukov, É.A., Korshevets, I.K. An anomalous reaction of tert-butylvinyl and neopentylvinyl halides with lithium. Russ Chem Bull 35, 626–629 (1986). https://doi.org/10.1007/BF00953243
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DOI: https://doi.org/10.1007/BF00953243