title: Biomimetic synthesis of dendridine A.
abstract: Biomimetic synthesis of the bisindole natural product dendridine A is reported. Although attempts to install the hindered biaryl bond by oxidative phenolic coupling of the 7-hydroxytryptamine 6 gave the undesired ortho-ortho product, a Scholl-type oxidative coupling of the 7-isopropoxytryptamine 9 with molybdenum pentachloride proceeded through the desired para-para pathway, installing the entire carbon framework of dendridine A.
authors.affiliation: School of Chemical Sciences, University of Auckland , 23 Symonds Street, Auckland, New Zealand.
authors.forename: Emily M
authors.initials: EM
authors.lastname: Boyd
authors.forename: Jonathan
authors.initials: J
authors.lastname: Sperry
mesh_terms: D001688:Biological Products / Q000138:chemical synthesis* / Q000737:chemistry; D032701:Biomimetics / Q000379:methods*; D002384:Catalysis; D002712:Chlorides / Q000737:chemistry; D026121:Indole Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D008982:Molybdenum / Q000737:chemistry; D058451:Oxidative Coupling; D012701:Serotonin / Q000737:chemistry*
chemical_list: D001688:Biological Products; D002712:Chlorides; D026121:Indole Alkaloids; C504640:dendridine A; D012701:Serotonin; D008982:Molybdenum; C085192:molybdenum chloride