Synthesis of bicyclic guanidines from pyrrolidin-2-one

Article abstract of DOI:10.1016/0040-4020(95)01086-6

The syntheses of three bicyclic guanidines as model compounds for the guanidine alkaloid ptilomycalin A are described. The guanidines are prepared from pyrrolidin-2-one via an N-acyliminium ion coupling reaction with silyl enol ethers and a direct guanylation with bis-Boc-thiourea and HgCl₂ as the key steps.