The concise and efficient total synthesis of (+)-bionectins A and C is described. Our approach to these natural products features a new and scalable method for erythro-β-hydroxytryptophan amino acid synthesis, an intramolecular Friedel-Crafts reaction of a silyl-tethered indole, and a new mercaptan reagent for epipolythiodiketopiperazine (ETP) synthesis that can be unravelled under very mild co...

Introduction In a previous paper [2] we described that Friedel-Crafts phenylation of the ringsystems (NPCl2)3-n(NSOCl)w (n = 1, 2) leads to a reaction at the sulphur atoms. Efforts to substitute a phosphorus-bonded chlorine atom failed however, even in the presence of an excess of A1C13. It has been demonstrated in phosphazene chemistry [3-6] that a PClAm group (Am = amino) is more reactive tow...

3-Carbamoylmethyl-Indole-1-Carboxylic Acid Ethyl Ester (an ethoxycarbonyl derivative of indole-3-acetamide) is obtained by Friedel–Crafts type cyclocondensation γ-functionalized acetoacetamide in neat polyphosphoric acid.