Cw. Zapf et al., A novel traceless resin-bound guanidinylating reagent for secondary aminesto prepare N,N-disubstituted guanidines, ORG LETT, 3(8), 2001, pp. 1133-1136
We report the development of a solid support linked guanidinylating reagent
. This reagent consists of a urethane-protected triflyl guanidine attached
to the resin via a carbamate linker. It allows for rapid synthesis of guani
dines from a variety of amines, It provides access to N-alkyl/aryl- or N,N-
dialkylguanidines under mild conditions. Cleavage with 50% TFA produces tar
get molecules in high yields and purity. The ability to guanidinylate secon
dary amines is a significant feature of this guanidinylating reagent.