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2,2-Diethoxyvinyllithium (I) can be readily generated from 2-bromo-1,1-diethoxyethylene by treatment with butyllithium. Reaction of I with electrophiles e.g. chlorotrimethylsilane gives Me3SiCH:C(OEt)2. When dissolved in THF, I can be stored at -25 DegC for hours, but decomps. rapidly at 0 DegC. [on SciFinder (R)]
Luiz Felippe De Alencastro, Andrzej Sienkiewicz, Dominique Grandjean