Abstract
A new approach for the synthesis of N -(pentafluorophenylmethyl)aminoethanols is developed. The method includes alkylation of imines with 2-tris(pentafluorophenyl)silyloxyethyl triflate, prepared from ethylene oxide and (C6 F5 )3 SiOTf, to give 2-silyloxyethyliminium ions. Their treatment with sodium acetate induces C-C bond formation proceeding as transfer of the C6 F5 group from the five-coordinate silicate intermediate to the iminium center.
Key words
silicon - hypercoordination - amino alcohols - imines - tris(pentafluorophenyl)silyl derivatives
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