文摘
An efficient total synthesis of aperidine was accomplished using a Rh-catalyzed C鈥揌 insertion of a cis-dihydrobenzofuran ring. To circumvent the facile epimerization of the cis-dihydrobenzofuran ring, we designed and prepared the C鈥揌 insertion precursor diazoamide by Raines鈥?protocol. Finally, the efficient incorporation of a guanidine group and mild deprotection conditions yielded this labile natural product.