Synthesis of 2-amino-4-pyrimidinones from resin-bound guanidines prepared using bis(allyloxycarbonyl)-protected triflylguanidine.

摘要: We have synthesized novel heterocyclic compounds from resin-bound guanidines. For this purpose, an amine immobilized on a solid support was acylated with protected amino acids. Following the deprotection, liberated amines were guanidinylated utilizing new member of family diurethane-protected triflyl guanidine reagents, N,N‘-bis(allyloxycarbonyl)-N‘ ‘-triflylguanidine. The deprotected guanidines subsequently regioselectively cyclized β-keto esters yielding containing structures in high purities.