Silyl-substituted cyanoamines as reagents for heterocyclic synthesis

…, P Eisenbarth, MK Venkatramanan…

Index: Padwa, Albert; Eisenbarth, Philipp; Venkatramanan, M. K.; Wong, Geoerge, S. K. Journal of Organic Chemistry, 1987 , vol. 52, # 12 p. 2427 - 2432

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Citation Number: 22

Abstract

Attempts to silylate the anion derived from several (dialky1amino) acetonitriles with chlorotrimethylsilane gave self-condensation products. Slow addition of chlorotrimethylsilane to (benzylmethy1amino) acetonitrile followed by treatment of the resulting ammonium salt with LDA gave the a-silylated cyanoamine in excellent yield. This material on treatment with silver fluoride produced the desilylated cyanoamine rather than ...