title: A concise and scalable strategy for the total synthesis of dictyodendrin B based on sequential C-H functionalization.
abstract: A sequential CH functionalization strategy for the synthesis of the marine alkaloid dictyodendrin B is reported. Our synthesis begins from commercially available 4-bromoindole and involves six direct functionalizations around the heteroarene core as part of a gram-scale strategy towards the natural product.
authors.affiliation: Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge, CB2 1EW (UK) http://www-gaunt.ch.cam.ac.uk/
authors.forename: Andrew K
authors.initials: AK
authors.lastname: Pitts
authors.forename: Fionn
authors.initials: F
authors.lastname: O'Hara
authors.forename: Robert H
authors.initials: RH
authors.lastname: Snell
authors.forename: Matthew J
authors.initials: MJ
authors.lastname: Gaunt
mesh_terms: D002227:Carbazoles / Q000138:chemical synthesis* / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic; D006860:Hydrogen Bonding; D007211:Indoles / Q000737:chemistry; D015394:Molecular Structure; D011758:Pyrroles / Q000138:chemical synthesis* / Q000737:chemistry*
chemical_list: D002227:Carbazoles; D007211:Indoles; D011758:Pyrroles; C505029:dictyodendrin B
keywords: CH functionalization; flow chemistry; metal catalysis; natural products; total synthesis