2 research outputs found
Synthesis of the Reported Structures for Kealiinines B and C
Syntheses of the reported structures of kealiinines B and C have been executed. An intermolecular electrophile-induced cyclization of a pendant arene on an ene–guanidine affords the tetracyclic, oxidized naphthimidazole cores
Synthesis of Naamidine A and Selective Access to N<sup>2</sup>‑Acyl-2-aminoimidazole Analogues
A short
and scalable synthesis of naamidine A, a marine alkaloid with a selective
ability to inhibit epidermal growth factor receptor (EGFR)-dependent
cellular proliferation, has been achieved. A key achievement in this
synthesis was the development of a regioselective hydroamination of
a monoprotected propargylguanidine to deliver N<sup>3</sup>-protected
cyclic ene-guanidines. This permits the extension of this methodology
to prepare N<sup>2</sup>-acyl analogues in a fashion that obviates
the troublesome acylation of the free 2-aminoimidazoles, which typically
yields mixtures of N<sup>2</sup><i>-</i> and N<sup>2</sup>,N<sup>2</sup>-diacylated products