ALKYLATION OF RINKS-AMIDE-LINKER ON POLYSTYRENE RESIN - A REDUCTIVE AMINATION APPROACH TO MODIFIED AMINE-LINKERS FOR THE SOLID-PHASE SYNTHESIS OF N-SUBSTITUTED AMIDE DERIVATIVES

Reductive amination of aldehydes and ketones using sodium cyanoborohyd ride and Rink's -dimethoxyphenyl-aminomethyl)-phenoxymethyl-linked pol ystyrene resin [Rink's amine linker on copoly-(styrene-1%-divinylbenze ne)](1) 2 affords high yields of linker-bound, N-alkyl amines with exc ellent chemical selectivity. Subsequent coupling with acid derivatives gave derivatized N-substituted amides in excellent yields after cleav age from the solid-support. (C) 1997 Elsevier Science Ltd.